# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2019

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_mol1
_database_code_depnum_ccdc_archive 'CCDC 1920202'
loop_
_audit_author_name
_audit_author_address
'Mikhail Minyaev'
;Topchiev Institute of Petrochemical Synthesis, Russian Academy of Sciences
Russia
;
_audit_update_record             
;
2019-08-03 deposited with the CCDC.	2019-09-09 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C30 H34 K2 O2 S4'
_chemical_formula_sum            'C30 H34 K2 O2 S4'
_chemical_formula_weight         633.01

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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 '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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 21'
_space_group_name_Hall           'P 2yb'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   8.6879(3)
_cell_length_b                   15.9969(6)
_cell_length_c                   11.3681(4)
_cell_angle_alpha                90
_cell_angle_beta                 102.3180(10)
_cell_angle_gamma                90
_cell_volume                     1543.56(10)
_cell_formula_units_Z            2
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    7567
_cell_measurement_theta_min      2.233
_cell_measurement_theta_max      29.253

_exptl_crystal_description       block
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.362
_exptl_crystal_F_000             664
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.17
_exptl_absorpt_coefficient_mu    0.604
_shelx_estimated_absorpt_T_min   0.830
_shelx_estimated_absorpt_T_max   0.904
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.8421
_exptl_absorpt_correction_T_max  0.9344
_exptl_absorpt_process_details   'SADABS 2016/2 (Krause et al., 2015)'
_exptl_special_details           'Moisture and air sensitive'
_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX II CCD area detector'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            18860
_diffrn_reflns_av_unetI/netI     0.0334
_diffrn_reflns_av_R_equivalents  0.0233
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         1.834
_diffrn_reflns_theta_max         28.997
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             8156
_reflns_number_gt                7580
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.919
_reflns_Friedel_fraction_max     0.984
_reflns_Friedel_fraction_full    0.999

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'APEX-II (Bruker, 2008)'
_computing_cell_refinement       'SAINT (Bruker, 2008)'
_computing_data_reduction        'SAINT (Bruker, 2008)'
_computing_structure_solution    'SHELXS (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2017 (Sheldrick, 2015a)'
_computing_molecular_graphics    
'SHELXTL (Sheldrick, 2015b) and Mercury (Macrae et al.,2006)'
_computing_publication_material  'SHELXTL (Sheldrick, 2015b)'

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0315P)²+0.0176P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 3385 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.024(15)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         8156
_refine_ls_number_parameters     363
_refine_ls_number_restraints     13
_refine_ls_R_factor_all          0.0308
_refine_ls_R_factor_gt           0.0270
_refine_ls_wR_factor_ref         0.0615
_refine_ls_wR_factor_gt          0.0597
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_restrained_S_all      1.032
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
K1 K 0.39946(6) 0.33148(3) 0.55060(5) 0.02440(11) Uani 1 1 d . . . . .
K2 K 0.79949(6) 0.48845(3) 0.52560(5) 0.02267(11) Uani 1 1 d . . . . .
S1 S 0.00582(7) 0.39926(4) 0.27801(5) 0.02239(12) Uani 1 1 d . . . . .
S2 S 0.19979(7) 0.41553(4) 0.79086(5) 0.02346(13) Uani 1 1 d . . . . .
C1 C 0.0686(2) 0.41208(14) 0.43329(19) 0.0166(4) Uani 1 1 d . . . . .
C2 C 0.0646(3) 0.36615(13) 0.53919(19) 0.0174(4) Uani 1 1 d . . . . .
H2 H 0.022101 0.312012 0.545322 0.021 Uiso 1 1 calc R U . . .
C3 C 0.1389(3) 0.41975(14) 0.63405(19) 0.0175(4) Uani 1 1 d . . . . .
C4 C 0.1869(2) 0.49614(14) 0.58929(19) 0.0170(4) Uani 1 1 d . . . . .
C5 C 0.1398(2) 0.49188(14) 0.46081(19) 0.0172(4) Uani 1 1 d . . . . .
C6 C 0.1361(3) 0.54091(15) 0.3541(2) 0.0217(5) Uani 1 1 d . . . . .
H6 H 0.176774 0.596137 0.355785 0.026 Uiso 1 1 calc R U . . .
C7 C 0.0690(3) 0.50063(16) 0.2510(2) 0.0242(5) Uani 1 1 d . . . . .
C8 C 0.2696(3) 0.54915(14) 0.6841(2) 0.0202(4) Uani 1 1 d . . . . .
H8 H 0.309464 0.602698 0.670145 0.024 Uiso 1 1 calc R U . . .
C9 C 0.2850(3) 0.51548(15) 0.7949(2) 0.0230(5) Uani 1 1 d . . . . .
C10 C 0.0441(4) 0.53148(19) 0.1238(2) 0.0376(7) Uani 1 1 d . . . . .
H10A H 0.096000 0.585764 0.122535 0.056 Uiso 1 1 calc R U . . .
H10B H -0.069016 0.537519 0.090315 0.056 Uiso 1 1 calc R U . . .
H10C H 0.089045 0.491303 0.075340 0.056 Uiso 1 1 calc R U . . .
C11 C 0.3682(3) 0.55173(17) 0.9137(2) 0.0288(5) Uani 1 1 d . . . . .
H11A H 0.404494 0.608378 0.901114 0.043 Uiso 1 1 calc R U . . .
H11B H 0.458794 0.516605 0.948650 0.043 Uiso 1 1 calc R U . . .
H11C H 0.295307 0.553824 0.968622 0.043 Uiso 1 1 calc R U . . .
S3 S 0.50851(7) 0.64882(4) 0.21045(5) 0.02388(12) Uani 1 1 d . . . . .
S4 S 0.69921(7) 0.64848(4) 0.72347(5) 0.02269(12) Uani 1 1 d . . . . .
C12 C 0.5824(3) 0.64669(15) 0.36616(19) 0.0190(4) Uani 1 1 d . . . . .
C13 C 0.5225(3) 0.63593(15) 0.4717(2) 0.0214(5) Uani 1 1 d . . . . .
H13 H 0.418370 0.621585 0.477716 0.026 Uiso 1 1 calc R U . . .
C14 C 0.6549(2) 0.65164(14) 0.56641(18) 0.0177(4) Uani 1 1 d . . . . .
C15 C 0.7914(2) 0.67011(13) 0.52182(19) 0.0155(4) Uani 1 1 d . . . . .
C16 C 0.7453(2) 0.66693(13) 0.39341(19) 0.0162(4) Uani 1 1 d . . . . .
C17 C 0.8047(3) 0.68331(14) 0.2871(2) 0.0194(4) Uani 1 1 d . . . . .
H17 H 0.911504 0.697267 0.288999 0.023 Uiso 1 1 calc R U . . .
C18 C 0.6938(3) 0.67696(15) 0.1837(2) 0.0227(5) Uani 1 1 d . . . . .
C19 C 0.9283(3) 0.68026(14) 0.61655(19) 0.0177(4) Uani 1 1 d . . . . .
H19 H 1.029850 0.692310 0.602341 0.021 Uiso 1 1 calc R U . . .
C20 C 0.8992(3) 0.67105(14) 0.7283(2) 0.0215(5) Uani 1 1 d . . . . .
C21 C 0.7130(3) 0.69263(19) 0.0576(2) 0.0343(6) Uani 1 1 d . . . . .
H21A H 0.821306 0.710454 0.059195 0.052 Uiso 1 1 calc R U . . .
H21B H 0.639665 0.736543 0.020812 0.052 Uiso 1 1 calc R U . . .
H21C H 0.690460 0.641123 0.010384 0.052 Uiso 1 1 calc R U . . .
C22 C 1.0098(3) 0.68088(18) 0.8475(2) 0.0307(6) Uani 1 1 d . . . . .
H22A H 1.117849 0.686062 0.835532 0.046 Uiso 1 1 calc R U . . .
H22B H 1.002269 0.631846 0.897618 0.046 Uiso 1 1 calc R U . . .
H22C H 0.982016 0.731191 0.887541 0.046 Uiso 1 1 calc R U . . .
O1 O 0.57684(19) 0.38082(10) 0.38889(14) 0.0249(4) Uani 1 1 d D . . . .
C23A C 0.4925(8) 0.4286(3) 0.2857(4) 0.0410(18) Uani 0.617(5) 1 d D . P A 1
H23A H 0.561701 0.471720 0.261838 0.049 Uiso 0.617(5) 1 calc R U P A 1
H23B H 0.398763 0.456287 0.304582 0.049 Uiso 0.617(5) 1 calc R U P A 1
C24A C 0.4444(5) 0.3641(3) 0.1864(4) 0.0360(9) Uani 0.617(5) 1 d D . P A 1
H24A H 0.423612 0.390305 0.105627 0.043 Uiso 0.617(5) 1 calc R U P A 1
H24B H 0.350474 0.332135 0.196316 0.043 Uiso 0.617(5) 1 calc R U P A 1
C23B C 0.4530(10) 0.4120(8) 0.2914(5) 0.0410(18) Uani 0.383(5) 1 d D . P A 2
H23C H 0.431958 0.472057 0.301727 0.049 Uiso 0.383(5) 1 calc R U P A 2
H23D H 0.354028 0.379977 0.285150 0.049 Uiso 0.383(5) 1 calc R U P A 2
C24B C 0.5259(10) 0.3972(3) 0.1829(6) 0.0360(9) Uani 0.383(5) 1 d D . P A 2
H24C H 0.610222 0.438179 0.179741 0.043 Uiso 0.383(5) 1 calc R U P A 2
H24D H 0.445574 0.399685 0.106719 0.043 Uiso 0.383(5) 1 calc R U P A 2
C25 C 0.5920(3) 0.30922(16) 0.2074(2) 0.0310(6) Uani 1 1 d D . . . .
H25A H 0.567070 0.252259 0.174837 0.037 Uiso 0.617(5) 1 calc R U P A 1
H25B H 0.674283 0.333977 0.169938 0.037 Uiso 0.617(5) 1 calc R U P A 1
H25C H 0.682188 0.299821 0.168561 0.037 Uiso 0.383(5) 1 calc R U P A 2
H25D H 0.510239 0.266449 0.178662 0.037 Uiso 0.383(5) 1 calc R U P A 2
C26 C 0.6441(3) 0.30773(15) 0.3444(2) 0.0233(5) Uani 1 1 d . . . . .
H26A H 0.605959 0.256258 0.377230 0.028 Uiso 1 1 calc R U . . .
H26B H 0.760469 0.309215 0.368680 0.028 Uiso 1 1 calc R U . . .
O2 O 0.6887(2) 0.38043(11) 0.69511(15) 0.0276(4) Uani 1 1 d D . . . .
C27A C 0.6854(6) 0.4295(2) 0.8026(3) 0.0372(10) Uani 0.769(6) 1 d D . P B 1
H27A H 0.586207 0.461764 0.792637 0.045 Uiso 0.769(6) 1 calc R U P B 1
H27B H 0.775503 0.468797 0.820326 0.045 Uiso 0.769(6) 1 calc R U P B 1
C28A C 0.6969(5) 0.3651(2) 0.9021(3) 0.0416(10) Uani 0.769(6) 1 d D . P B 1
H28A H 0.595585 0.335712 0.897890 0.050 Uiso 0.769(6) 1 calc R U P B 1
H28B H 0.731972 0.390466 0.982792 0.050 Uiso 0.769(6) 1 calc R U P B 1
C27B C 0.6272(13) 0.4108(10) 0.7969(7) 0.0372(10) Uani 0.231(6) 1 d D . P B 2
H27C H 0.537099 0.377042 0.810576 0.045 Uiso 0.231(6) 1 calc R U P B 2
H27D H 0.596788 0.470518 0.788310 0.045 Uiso 0.231(6) 1 calc R U P B 2
C28B C 0.7748(14) 0.3970(4) 0.8944(10) 0.0416(10) Uani 0.231(6) 1 d D . P B 2
H28C H 0.752058 0.402475 0.975736 0.050 Uiso 0.231(6) 1 calc R U P B 2
H28D H 0.858821 0.437020 0.886288 0.050 Uiso 0.231(6) 1 calc R U P B 2
C29 C 0.8216(3) 0.30749(19) 0.8708(3) 0.0431(7) Uani 1 1 d D . . . .
H29A H 0.928871 0.328857 0.904548 0.052 Uiso 0.769(6) 1 calc R U P B 1
H29B H 0.811938 0.250291 0.901675 0.052 Uiso 0.769(6) 1 calc R U P B 1
H29C H 0.934374 0.296666 0.905359 0.052 Uiso 0.231(6) 1 calc R U P B 2
H29D H 0.756203 0.265887 0.902228 0.052 Uiso 0.231(6) 1 calc R U P B 2
C30 C 0.7868(3) 0.30842(16) 0.7339(2) 0.0298(6) Uani 1 1 d . . . . .
H30A H 0.886070 0.312335 0.704738 0.036 Uiso 1 1 calc R U . . .
H30B H 0.731406 0.256533 0.701612 0.036 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
K1 O1 2.7543(17) . ?
K1 O2 2.8042(18) . ?
K1 C1 3.173(2) . ?
K1 C2 2.937(2) . ?
K1 C3 2.989(2) . ?
K1 C4 3.300(2) . ?
K1 C5 3.425(2) . ?
K1 C12 3.097(2) 2_646 ?
K1 C13 3.222(2) 2_646 ?
K1 C14 3.162(2) 2_646 ?
K1 C15 3.084(2) 2_646 ?
K1 C16 3.043(2) 2_646 ?
K1 S2 3.7814(8) . ?
K2 O1 2.7998(17) . ?
K2 O2 2.9013(18) . ?
K2 C1 3.018(2) 1_655 ?
K2 C2 3.001(2) 1_655 ?
K2 C3 3.142(2) 1_655 ?
K2 C4 3.290(2) 1_655 ?
K2 C5 3.197(2) 1_655 ?
K2 C12 3.434(2) . ?
K2 C13 3.332(2) . ?
K2 C14 2.976(2) . ?
K2 C15 2.907(2) . ?
K2 C16 3.214(2) . ?
K2 C19 3.353(2) . ?
K2 S4 3.6343(8) . ?
S1 C1 1.745(2) . ?
S1 C7 1.760(2) . ?
S2 C3 1.749(2) . ?
S2 C9 1.758(2) . ?
C1 C2 1.417(3) . ?
C1 C5 1.424(3) . ?
C2 C3 1.420(3) . ?
C2 H2 0.9500 . ?
C3 C4 1.420(3) . ?
C4 C5 1.432(3) . ?
C4 C8 1.438(3) . ?
C5 C6 1.439(3) . ?
C6 C7 1.356(3) . ?
C6 H6 0.9500 . ?
C7 C10 1.500(3) . ?
C8 C9 1.350(3) . ?
C8 H8 0.9500 . ?
C9 C11 1.505(3) . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
S3 C12 1.750(2) . ?
S3 C18 1.759(2) . ?
S4 C14 1.745(2) . ?
S4 C20 1.764(2) . ?
C12 C13 1.416(3) . ?
C12 C16 1.420(3) . ?
C13 C14 1.420(3) . ?
C13 H13 0.9500 . ?
C14 C15 1.416(3) . ?
C15 C16 1.430(3) . ?
C15 C19 1.433(3) . ?
C16 C17 1.436(3) . ?
C17 C18 1.355(3) . ?
C17 H17 0.9500 . ?
C18 C21 1.499(3) . ?
C19 C20 1.356(3) . ?
C19 H19 0.9500 . ?
C20 C22 1.492(3) . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
O1 C26 1.446(3) . ?
O1 C23B 1.458(4) . ?
O1 C23A 1.459(3) . ?
C23A C24A 1.521(4) . ?
C23A H23A 0.9900 . ?
C23A H23B 0.9900 . ?
C24A C25 1.530(3) . ?
C24A H24A 0.9900 . ?
C24A H24B 0.9900 . ?
C23B C24B 1.521(4) . ?
C23B H23C 0.9900 . ?
C23B H23D 0.9900 . ?
C24B C25 1.523(4) . ?
C24B H24C 0.9900 . ?
C24B H24D 0.9900 . ?
C25 C26 1.526(3) . ?
C25 H25A 0.9900 . ?
C25 H25B 0.9900 . ?
C25 H25C 0.9900 . ?
C25 H25D 0.9900 . ?
C26 H26A 0.9900 . ?
C26 H26B 0.9900 . ?
O2 C30 1.445(3) . ?
O2 C27B 1.458(4) . ?
O2 C27A 1.458(3) . ?
C27A C28A 1.517(3) . ?
C27A H27A 0.9900 . ?
C27A H27B 0.9900 . ?
C28A C29 1.522(3) . ?
C28A H28A 0.9900 . ?
C28A H28B 0.9900 . ?
C27B C28B 1.522(4) . ?
C27B H27C 0.9900 . ?
C27B H27D 0.9900 . ?
C28B C29 1.527(4) . ?
C28B H28C 0.9900 . ?
C28B H28D 0.9900 . ?
C29 C30 1.520(4) . ?
C29 H29A 0.9900 . ?
C29 H29B 0.9900 . ?
C29 H29C 0.9900 . ?
C29 H29D 0.9900 . ?
C30 H30A 0.9900 . ?
C30 H30B 0.9900 . ?

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
_geom_angle_publ_flag
O1 K1 O2 75.64(5) . . ?
O1 K1 C2 127.32(6) . . ?
O2 K1 C2 136.75(6) . . ?
O1 K1 C3 130.23(6) . . ?
O2 K1 C3 109.07(6) . . ?
C2 K1 C3 27.72(6) . . ?
O1 K1 C16 134.64(6) . 2_646 ?
O2 K1 C16 118.54(6) . 2_646 ?
C2 K1 C16 73.91(6) . 2_646 ?
C3 K1 C16 88.14(6) . 2_646 ?
O1 K1 C15 114.03(5) . 2_646 ?
O2 K1 C15 138.91(6) . 2_646 ?
C2 K1 C15 71.05(6) . 2_646 ?
C3 K1 C15 94.58(6) . 2_646 ?
C16 K1 C15 26.98(5) 2_646 2_646 ?
O1 K1 C12 118.56(6) . 2_646 ?
O2 K1 C12 96.13(6) . 2_646 ?
C2 K1 C12 100.32(6) . 2_646 ?
C3 K1 C12 110.27(6) . 2_646 ?
C16 K1 C12 26.73(6) 2_646 2_646 ?
C15 K1 C12 43.29(6) 2_646 2_646 ?
O1 K1 C14 91.98(5) . 2_646 ?
O2 K1 C14 122.36(5) . 2_646 ?
C2 K1 C14 95.48(6) . 2_646 ?
C3 K1 C14 120.53(6) . 2_646 ?
C16 K1 C14 43.08(5) 2_646 2_646 ?
C15 K1 C14 26.17(5) 2_646 2_646 ?
C12 K1 C14 41.73(5) 2_646 2_646 ?
O1 K1 C1 100.88(5) . . ?
O2 K1 C1 138.67(6) . . ?
C2 K1 C1 26.46(5) . . ?
C3 K1 C1 42.43(5) . . ?
C16 K1 C1 93.53(6) 2_646 . ?
C15 K1 C1 80.83(6) 2_646 . ?
C12 K1 C1 119.91(6) 2_646 . ?
C14 K1 C1 98.75(6) 2_646 . ?
O1 K1 C13 93.94(5) . 2_646 ?
O2 K1 C13 98.05(5) . 2_646 ?
C2 K1 C13 113.76(6) . 2_646 ?
C3 K1 C13 132.06(6) . 2_646 ?
C16 K1 C13 43.93(5) 2_646 2_646 ?
C15 K1 C13 43.65(6) 2_646 2_646 ?
C12 K1 C13 25.80(6) 2_646 2_646 ?
C14 K1 C13 25.69(5) 2_646 2_646 ?
C1 K1 C13 123.25(6) . 2_646 ?
O1 K1 C4 105.60(5) . . ?
O2 K1 C4 98.97(5) . . ?
C2 K1 C4 43.77(6) . . ?
C3 K1 C4 25.49(5) . . ?
C16 K1 C4 113.24(6) 2_646 . ?
C15 K1 C4 114.80(5) 2_646 . ?
C12 K1 C4 135.60(6) 2_646 . ?
C14 K1 C4 138.12(6) 2_646 . ?
C1 K1 C4 41.33(5) . . ?
C13 K1 C4 156.72(6) 2_646 . ?
O1 K1 C5 90.75(5) . . ?
O2 K1 C5 114.59(5) . . ?
C2 K1 C5 42.46(5) . . ?
C3 K1 C5 41.02(5) . . ?
C16 K1 C5 115.79(5) 2_646 . ?
C15 K1 C5 105.38(5) 2_646 . ?
C12 K1 C5 142.50(6) 2_646 . ?
C14 K1 C5 121.76(5) 2_646 . ?
C1 K1 C5 24.55(5) . . ?
C13 K1 C5 147.15(6) 2_646 . ?
C4 K1 C5 24.50(5) . . ?
O1 K1 S2 142.04(4) . . ?
O2 K1 S2 88.24(4) . . ?
C2 K1 S2 50.36(4) . . ?
C3 K1 S2 26.82(4) . . ?
C16 K1 S2 83.26(4) 2_646 . ?
C15 K1 S2 100.79(4) 2_646 . ?
C12 K1 S2 96.89(4) 2_646 . ?
C14 K1 S2 125.23(4) 2_646 . ?
C1 K1 S2 69.21(4) . . ?
C13 K1 S2 122.59(4) 2_646 . ?
C4 K1 S2 42.60(4) . . ?
C5 K1 S2 64.82(4) . . ?
O1 K2 O2 73.41(5) . . ?
O1 K2 C15 126.50(6) . . ?
O2 K2 C15 126.50(6) . . ?
O1 K2 C14 111.18(5) . . ?
O2 K2 C14 102.01(5) . . ?
C15 K2 C14 27.83(6) . . ?
O1 K2 C2 93.41(5) . 1_655 ?
O2 K2 C2 86.41(5) . 1_655 ?
C15 K2 C2 131.94(6) . 1_655 ?
C14 K2 C2 155.33(6) . 1_655 ?
O1 K2 C1 93.03(5) . 1_655 ?
O2 K2 C1 112.42(6) . 1_655 ?
C15 K2 C1 114.69(6) . 1_655 ?
C14 K2 C1 142.50(6) . 1_655 ?
C2 K2 C1 27.23(6) 1_655 1_655 ?
O1 K2 C3 118.83(6) . 1_655 ?
O2 K2 C3 87.01(5) . 1_655 ?
C15 K2 C3 111.91(6) . 1_655 ?
C14 K2 C3 129.62(6) . 1_655 ?
C2 K2 C3 26.61(6) 1_655 1_655 ?
C1 K2 C3 42.52(5) 1_655 1_655 ?
O1 K2 C5 116.50(5) . 1_655 ?
O2 K2 C5 128.14(5) . 1_655 ?
C15 K2 C5 90.01(6) . 1_655 ?
C14 K2 C5 117.57(6) . 1_655 ?
C2 K2 C5 44.39(6) 1_655 1_655 ?
C1 K2 C5 26.29(6) 1_655 1_655 ?
C3 K2 C5 42.23(6) 1_655 1_655 ?
O1 K2 C16 105.77(5) . . ?
O2 K2 C16 143.45(5) . . ?
C15 K2 C16 26.41(5) . . ?
C14 K2 C16 43.03(5) . . ?
C2 K2 C16 129.60(6) 1_655 . ?
C1 K2 C16 104.13(6) 1_655 . ?
C3 K2 C16 121.72(6) 1_655 . ?
C5 K2 C16 85.84(6) 1_655 . ?
O1 K2 C4 134.29(5) . 1_655 ?
O2 K2 C4 110.18(5) . 1_655 ?
C15 K2 C4 89.21(6) . 1_655 ?
C14 K2 C4 112.26(6) . 1_655 ?
C2 K2 C4 43.55(6) 1_655 1_655 ?
C1 K2 C4 42.24(6) 1_655 1_655 ?
C3 K2 C4 25.37(5) 1_655 1_655 ?
C5 K2 C4 25.45(5) 1_655 1_655 ?
C16 K2 C4 96.35(5) . 1_655 ?
O1 K2 C13 86.96(5) . . ?
O2 K2 C13 102.41(5) . . ?
C15 K2 C13 43.55(6) . . ?
C14 K2 C13 25.22(6) . . ?
C2 K2 C13 170.87(6) 1_655 . ?
C1 K2 C13 143.65(6) 1_655 . ?
C3 K2 C13 154.20(6) 1_655 . ?
C5 K2 C13 127.78(6) 1_655 . ?
C16 K2 C13 42.02(5) . . ?
C4 K2 C13 132.74(6) 1_655 . ?
O1 K2 C19 151.59(5) . . ?
O2 K2 C19 118.45(5) . . ?
C15 K2 C19 25.20(5) . . ?
C14 K2 C19 43.39(6) . . ?
C2 K2 C19 112.25(6) 1_655 . ?
C1 K2 C19 104.20(6) 1_655 . ?
C3 K2 C19 88.60(6) 1_655 . ?
C5 K2 C19 77.94(6) 1_655 . ?
C16 K2 C19 48.49(5) . . ?
C4 K2 C19 68.87(5) 1_655 . ?
C13 K2 C19 65.74(5) . . ?
O1 K2 C12 85.62(5) . . ?
O2 K2 C12 124.53(5) . . ?
C15 K2 C12 41.10(5) . . ?
C14 K2 C12 39.92(5) . . ?
C2 K2 C12 146.81(6) 1_655 . ?
C1 K2 C12 119.60(6) 1_655 . ?
C3 K2 C12 145.97(6) 1_655 . ?
C5 K2 C12 107.25(5) 1_655 . ?
C16 K2 C12 24.38(5) . . ?
C4 K2 C12 120.62(6) 1_655 . ?
C13 K2 C12 24.11(5) . . ?
C19 K2 C12 66.28(5) . . ?
O1 K2 S4 123.25(4) . . ?
O2 K2 S4 81.44(4) . . ?
C15 K2 S4 45.31(4) . . ?
C14 K2 S4 28.45(4) . . ?
C2 K2 S4 135.24(4) 1_655 . ?
C1 K2 S4 143.73(5) 1_655 . ?
C3 K2 S4 109.41(4) 1_655 . ?
C5 K2 S4 119.09(4) 1_655 . ?
C16 K2 S4 68.48(4) . . ?
C4 K2 S4 101.92(4) 1_655 . ?
C13 K2 S4 49.91(4) . . ?
C19 K2 S4 43.35(4) . . ?
C12 K2 S4 68.30(4) . . ?
C1 S1 C7 91.51(11) . . ?
C3 S2 C9 91.46(11) . . ?
C3 S2 K1 50.44(7) . . ?
C9 S2 K1 94.97(8) . . ?
C2 C1 C5 111.49(19) . . ?
C2 C1 S1 137.69(17) . . ?
C5 C1 S1 110.79(16) . . ?
C2 C1 K2 75.73(12) . 1_455 ?
C5 C1 K2 83.88(12) . 1_455 ?
S1 C1 K2 107.54(9) . 1_455 ?
C2 C1 K1 67.43(11) . . ?
C5 C1 K1 87.68(12) . . ?
S1 C1 K1 115.91(9) . . ?
K2 C1 K1 135.89(7) 1_455 . ?
C1 C2 C3 104.04(19) . . ?
C1 C2 K1 86.11(12) . . ?
C3 C2 K1 78.18(13) . . ?
C1 C2 K2 77.04(12) . 1_455 ?
C3 C2 K2 82.25(13) . 1_455 ?
K1 C2 K2 150.18(8) . 1_455 ?
C1 C2 H2 128.0 . . ?
C3 C2 H2 128.0 . . ?
K1 C2 H2 102.8 . . ?
K2 C2 H2 107.0 1_455 . ?
C4 C3 C2 111.58(19) . . ?
C4 C3 S2 110.51(16) . . ?
C2 C3 S2 137.74(18) . . ?
C4 C3 K1 89.59(13) . . ?
C2 C3 K1 74.10(12) . . ?
S2 C3 K1 102.74(9) . . ?
C4 C3 K2 83.16(12) . 1_455 ?
C2 C3 K2 71.14(12) . 1_455 ?
S2 C3 K2 117.89(10) . 1_455 ?
K1 C3 K2 138.73(8) . 1_455 ?
C3 C4 C5 106.43(19) . . ?
C3 C4 C8 112.14(19) . . ?
C5 C4 C8 141.4(2) . . ?
C3 C4 K2 71.46(12) . 1_455 ?
C5 C4 K2 73.61(11) . 1_455 ?
C8 C4 K2 120.73(14) . 1_455 ?
C3 C4 K1 64.92(12) . . ?
C5 C4 K1 82.65(12) . . ?
C8 C4 K1 111.50(13) . . ?
K2 C4 K1 121.07(7) 1_455 . ?
C1 C5 C4 106.43(19) . . ?
C1 C5 C6 111.90(19) . . ?
C4 C5 C6 141.6(2) . . ?
C1 C5 K2 69.82(11) . 1_455 ?
C4 C5 K2 80.94(12) . 1_455 ?
C6 C5 K2 110.37(14) . 1_455 ?
C1 C5 K1 67.77(12) . . ?
C4 C5 K1 72.85(12) . . ?
C6 C5 K1 123.67(14) . . ?
K2 C5 K1 120.08(7) 1_455 . ?
C7 C6 C5 113.4(2) . . ?
C7 C6 H6 123.3 . . ?
C5 C6 H6 123.3 . . ?
C6 C7 C10 128.6(2) . . ?
C6 C7 S1 112.32(17) . . ?
C10 C7 S1 119.03(19) . . ?
C9 C8 C4 113.5(2) . . ?
C9 C8 H8 123.3 . . ?
C4 C8 H8 123.3 . . ?
C8 C9 C11 128.1(2) . . ?
C8 C9 S2 112.40(18) . . ?
C11 C9 S2 119.50(19) . . ?
C7 C10 H10A 109.5 . . ?
C7 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C7 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C9 C11 H11A 109.5 . . ?
C9 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C9 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C12 S3 C18 91.62(11) . . ?
C14 S4 C20 91.53(10) . . ?
C14 S4 K2 54.33(7) . . ?
C20 S4 K2 78.40(8) . . ?
C13 C12 C16 111.84(18) . . ?
C13 C12 S3 137.52(17) . . ?
C16 C12 S3 110.47(16) . . ?
C13 C12 K1 82.02(14) . 2_656 ?
C16 C12 K1 74.48(12) . 2_656 ?
S3 C12 K1 105.92(10) . 2_656 ?
C13 C12 K2 73.91(13) . . ?
C16 C12 K2 69.11(12) . . ?
S3 C12 K2 126.15(10) . . ?
K1 C12 K2 123.77(7) 2_656 . ?
C12 C13 C14 103.66(19) . . ?
C12 C13 K1 72.17(13) . 2_656 ?
C14 C13 K1 74.80(13) . 2_656 ?
C12 C13 K2 81.98(13) . . ?
C14 C13 K2 63.23(12) . . ?
K1 C13 K2 123.10(7) 2_656 . ?
C12 C13 H13 128.2 . . ?
C14 C13 H13 128.2 . . ?
K1 C13 H13 117.4 2_656 . ?
K2 C13 H13 118.5 . . ?
C15 C14 C13 111.72(18) . . ?
C15 C14 S4 110.71(15) . . ?
C13 C14 S4 137.44(17) . . ?
C15 C14 K2 73.37(12) . . ?
C13 C14 K2 91.55(14) . . ?
S4 C14 K2 97.22(9) . . ?
C15 C14 K1 73.81(12) . 2_656 ?
C13 C14 K1 79.51(13) . 2_656 ?
S4 C14 K1 115.93(10) . 2_656 ?
K2 C14 K1 139.69(7) . 2_656 ?
C14 C15 C16 106.54(18) . . ?
C14 C15 C19 112.24(18) . . ?
C16 C15 C19 141.1(2) . . ?
C14 C15 K2 78.80(12) . . ?
C16 C15 K2 88.87(12) . . ?
C19 C15 K2 95.08(13) . . ?
C14 C15 K1 80.02(13) . 2_656 ?
C16 C15 K1 74.91(12) . 2_656 ?
C19 C15 K1 114.74(14) . 2_656 ?
K2 C15 K1 148.30(8) . 2_656 ?
C12 C16 C15 106.24(18) . . ?
C12 C16 C17 112.23(18) . . ?
C15 C16 C17 141.3(2) . . ?
C12 C16 K1 78.79(13) . 2_656 ?
C15 C16 K1 78.10(12) . 2_656 ?
C17 C16 K1 104.90(13) . 2_656 ?
C12 C16 K2 86.51(13) . . ?
C15 C16 K2 64.72(11) . . ?
C17 C16 K2 120.84(14) . . ?
K1 C16 K2 134.15(7) 2_656 . ?
C18 C17 C16 113.6(2) . . ?
C18 C17 H17 123.2 . . ?
C16 C17 H17 123.2 . . ?
C17 C18 C21 127.8(2) . . ?
C17 C18 S3 112.12(17) . . ?
C21 C18 S3 120.05(18) . . ?
C20 C19 C15 113.7(2) . . ?
C20 C19 K2 94.18(14) . . ?
C15 C19 K2 59.72(11) . . ?
C20 C19 H19 123.2 . . ?
C15 C19 H19 123.2 . . ?
K2 C19 H19 113.2 . . ?
C19 C20 C22 128.8(2) . . ?
C19 C20 S4 111.85(17) . . ?
C22 C20 S4 119.29(18) . . ?
C18 C21 H21A 109.5 . . ?
C18 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C18 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C20 C22 H22A 109.5 . . ?
C20 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C20 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C26 O1 C23B 107.3(5) . . ?
C26 O1 C23A 108.3(3) . . ?
C26 O1 K1 109.10(13) . . ?
C23B O1 K1 100.3(4) . . ?
C23A O1 K1 115.5(3) . . ?
C26 O1 K2 114.12(13) . . ?
C23B O1 K2 121.5(6) . . ?
C23A O1 K2 107.0(2) . . ?
K1 O1 K2 102.97(5) . . ?
O1 C23A C24A 104.6(3) . . ?
O1 C23A H23A 110.8 . . ?
C24A C23A H23A 110.8 . . ?
O1 C23A H23B 110.8 . . ?
C24A C23A H23B 110.8 . . ?
H23A C23A H23B 108.9 . . ?
C23A C24A C25 100.7(4) . . ?
C23A C24A H24A 111.6 . . ?
C25 C24A H24A 111.6 . . ?
C23A C24A H24B 111.6 . . ?
C25 C24A H24B 111.6 . . ?
H24A C24A H24B 109.4 . . ?
O1 C23B C24B 101.3(5) . . ?
O1 C23B H23C 111.5 . . ?
C24B C23B H23C 111.5 . . ?
O1 C23B H23D 111.5 . . ?
C24B C23B H23D 111.5 . . ?
H23C C23B H23D 109.3 . . ?
C23B C24B C25 101.6(6) . . ?
C23B C24B H24C 111.4 . . ?
C25 C24B H24C 111.4 . . ?
C23B C24B H24D 111.4 . . ?
C25 C24B H24D 111.4 . . ?
H24C C24B H24D 109.3 . . ?
C24B C25 C26 102.7(3) . . ?
C26 C25 C24A 103.0(2) . . ?
C26 C25 H25A 111.2 . . ?
C24A C25 H25A 111.2 . . ?
C26 C25 H25B 111.2 . . ?
C24A C25 H25B 111.2 . . ?
H25A C25 H25B 109.1 . . ?
C24B C25 H25C 111.2 . . ?
C26 C25 H25C 111.2 . . ?
C24B C25 H25D 111.2 . . ?
C26 C25 H25D 111.2 . . ?
H25C C25 H25D 109.1 . . ?
O1 C26 C25 106.88(18) . . ?
O1 C26 H26A 110.3 . . ?
C25 C26 H26A 110.3 . . ?
O1 C26 H26B 110.3 . . ?
C25 C26 H26B 110.3 . . ?
H26A C26 H26B 108.6 . . ?
C30 O2 C27B 108.4(6) . . ?
C30 O2 C27A 106.8(2) . . ?
C30 O2 K1 110.66(15) . . ?
C27B O2 K1 97.1(5) . . ?
C27A O2 K1 117.8(2) . . ?
C30 O2 K2 114.83(13) . . ?
C27B O2 K2 123.9(7) . . ?
C27A O2 K2 107.72(17) . . ?
K1 O2 K2 99.21(5) . . ?
O2 C27A C28A 104.4(2) . . ?
O2 C27A H27A 110.9 . . ?
C28A C27A H27A 110.9 . . ?
O2 C27A H27B 110.9 . . ?
C28A C27A H27B 110.9 . . ?
H27A C27A H27B 108.9 . . ?
C27A C28A C29 100.0(3) . . ?
C27A C28A H28A 111.8 . . ?
C29 C28A H28A 111.8 . . ?
C27A C28A H28B 111.8 . . ?
C29 C28A H28B 111.8 . . ?
H28A C28A H28B 109.5 . . ?
O2 C27B C28B 97.7(7) . . ?
O2 C27B H27C 112.2 . . ?
C28B C27B H27C 112.2 . . ?
O2 C27B H27D 112.2 . . ?
C28B C27B H27D 112.2 . . ?
H27C C27B H27D 109.8 . . ?
C27B C28B C29 102.9(8) . . ?
C27B C28B H28C 111.2 . . ?
C29 C28B H28C 111.2 . . ?
C27B C28B H28D 111.2 . . ?
C29 C28B H28D 111.2 . . ?
H28C C28B H28D 109.1 . . ?
C30 C29 C28A 103.7(2) . . ?
C30 C29 C28B 99.7(5) . . ?
C30 C29 H29A 111.0 . . ?
C28A C29 H29A 111.0 . . ?
C30 C29 H29B 111.0 . . ?
C28A C29 H29B 111.0 . . ?
H29A C29 H29B 109.0 . . ?
C30 C29 H29C 111.8 . . ?
C28B C29 H29C 111.8 . . ?
C30 C29 H29D 111.8 . . ?
C28B C29 H29D 111.8 . . ?
H29C C29 H29D 109.6 . . ?
O2 C30 C29 107.2(2) . . ?
O2 C30 H30A 110.3 . . ?
C29 C30 H30A 110.3 . . ?
O2 C30 H30B 110.3 . . ?
C29 C30 H30B 110.3 . . ?
H30A C30 H30B 108.5 . . ?

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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C7 S1 C1 C2 176.3(2) . . . . ?
C7 S1 C1 C5 -1.62(17) . . . . ?
C7 S1 C1 K2 88.40(10) . . . 1_455 ?
C7 S1 C1 K1 -99.46(11) . . . . ?
C5 C1 C2 C3 -1.1(2) . . . . ?
S1 C1 C2 C3 -178.95(19) . . . . ?
K2 C1 C2 C3 -78.45(15) 1_455 . . . ?
K1 C1 C2 C3 76.78(15) . . . . ?
C5 C1 C2 K1 -77.84(16) . . . . ?
S1 C1 C2 K1 104.3(2) . . . . ?
K2 C1 C2 K1 -155.23(6) 1_455 . . . ?
C5 C1 C2 K2 77.39(16) . . . 1_455 ?
S1 C1 C2 K2 -100.5(2) . . . 1_455 ?
K1 C1 C2 K2 155.23(6) . . . 1_455 ?
C1 C2 C3 C4 0.2(2) . . . . ?
K1 C2 C3 C4 83.07(16) . . . . ?
K2 C2 C3 C4 -74.31(16) 1_455 . . . ?
C1 C2 C3 S2 -174.46(19) . . . . ?
K1 C2 C3 S2 -91.6(2) . . . . ?
K2 C2 C3 S2 111.0(2) 1_455 . . . ?
C1 C2 C3 K1 -82.89(14) . . . . ?
K2 C2 C3 K1 -157.38(6) 1_455 . . . ?
C1 C2 C3 K2 74.49(14) . . . 1_455 ?
K1 C2 C3 K2 157.38(6) . . . 1_455 ?
C9 S2 C3 C4 0.84(17) . . . . ?
K1 S2 C3 C4 -94.40(16) . . . . ?
C9 S2 C3 C2 175.5(3) . . . . ?
K1 S2 C3 C2 80.3(2) . . . . ?
C9 S2 C3 K1 95.24(10) . . . . ?
C9 S2 C3 K2 -92.26(12) . . . 1_455 ?
K1 S2 C3 K2 172.50(15) . . . 1_455 ?
C2 C3 C4 C5 0.7(2) . . . . ?
S2 C3 C4 C5 176.89(15) . . . . ?
K1 C3 C4 C5 73.43(15) . . . . ?
K2 C3 C4 C5 -65.84(14) 1_455 . . . ?
C2 C3 C4 C8 -176.97(19) . . . . ?
S2 C3 C4 C8 -0.8(2) . . . . ?
K1 C3 C4 C8 -104.27(16) . . . . ?
K2 C3 C4 C8 116.45(16) 1_455 . . . ?
C2 C3 C4 K2 66.58(16) . . . 1_455 ?
S2 C3 C4 K2 -117.27(13) . . . 1_455 ?
K1 C3 C4 K2 139.28(7) . . . 1_455 ?
C2 C3 C4 K1 -72.70(16) . . . . ?
S2 C3 C4 K1 103.46(13) . . . . ?
K2 C3 C4 K1 -139.28(7) 1_455 . . . ?
C2 C1 C5 C4 1.5(2) . . . . ?
S1 C1 C5 C4 -179.99(14) . . . . ?
K2 C1 C5 C4 73.55(14) 1_455 . . . ?
K1 C1 C5 C4 -63.09(15) . . . . ?
C2 C1 C5 C6 -176.62(18) . . . . ?
S1 C1 C5 C6 1.9(2) . . . . ?
K2 C1 C5 C6 -104.60(16) 1_455 . . . ?
K1 C1 C5 C6 118.77(16) . . . . ?
C2 C1 C5 K2 -72.02(15) . . . 1_455 ?
S1 C1 C5 K2 106.47(12) . . . 1_455 ?
K1 C1 C5 K2 -136.64(6) . . . 1_455 ?
C2 C1 C5 K1 64.61(15) . . . . ?
S1 C1 C5 K1 -116.90(13) . . . . ?
K2 C1 C5 K1 136.64(6) 1_455 . . . ?
C3 C4 C5 C1 -1.3(2) . . . . ?
C8 C4 C5 C1 175.3(3) . . . . ?
K2 C4 C5 C1 -65.72(14) 1_455 . . . ?
K1 C4 C5 C1 59.75(14) . . . . ?
C3 C4 C5 C6 175.9(3) . . . . ?
C8 C4 C5 C6 -7.5(5) . . . . ?
K2 C4 C5 C6 111.5(3) 1_455 . . . ?
K1 C4 C5 C6 -123.0(3) . . . . ?
C3 C4 C5 K2 64.39(14) . . . 1_455 ?
C8 C4 C5 K2 -119.0(3) . . . 1_455 ?
K1 C4 C5 K2 125.47(5) . . . 1_455 ?
C3 C4 C5 K1 -61.08(14) . . . . ?
C8 C4 C5 K1 115.5(3) . . . . ?
K2 C4 C5 K1 -125.47(5) 1_455 . . . ?
C1 C5 C6 C7 -1.2(3) . . . . ?
C4 C5 C6 C7 -178.3(3) . . . . ?
K2 C5 C6 C7 -76.8(2) 1_455 . . . ?
K1 C5 C6 C7 76.0(2) . . . . ?
C5 C6 C7 C10 179.8(2) . . . . ?
C5 C6 C7 S1 -0.1(3) . . . . ?
C1 S1 C7 C6 1.00(19) . . . . ?
C1 S1 C7 C10 -178.9(2) . . . . ?
C3 C4 C8 C9 0.3(3) . . . . ?
C5 C4 C8 C9 -176.2(3) . . . . ?
K2 C4 C8 C9 81.3(2) 1_455 . . . ?
K1 C4 C8 C9 -70.3(2) . . . . ?
C4 C8 C9 C11 178.0(2) . . . . ?
C4 C8 C9 S2 0.3(3) . . . . ?
C3 S2 C9 C8 -0.69(19) . . . . ?
K1 S2 C9 C8 49.72(18) . . . . ?
C3 S2 C9 C11 -178.6(2) . . . . ?
K1 S2 C9 C11 -128.19(19) . . . . ?
C18 S3 C12 C13 174.3(3) . . . . ?
C18 S3 C12 C16 -0.28(18) . . . . ?
C18 S3 C12 K1 78.73(10) . . . 2_656 ?
C18 S3 C12 K2 -78.82(13) . . . . ?
C16 C12 C13 C14 0.9(3) . . . . ?
S3 C12 C13 C14 -173.7(2) . . . . ?
K1 C12 C13 C14 -68.81(16) 2_656 . . . ?
K2 C12 C13 C14 59.84(15) . . . . ?
C16 C12 C13 K1 69.68(16) . . . 2_656 ?
S3 C12 C13 K1 -104.9(2) . . . 2_656 ?
K2 C12 C13 K1 128.65(5) . . . 2_656 ?
C16 C12 C13 K2 -58.97(17) . . . . ?
S3 C12 C13 K2 126.5(2) . . . . ?
K1 C12 C13 K2 -128.65(5) 2_656 . . . ?
C12 C13 C14 C15 -0.8(3) . . . . ?
K1 C13 C14 C15 -67.73(17) 2_656 . . . ?
K2 C13 C14 C15 72.70(16) . . . . ?
C12 C13 C14 S4 -176.0(2) . . . . ?
K1 C13 C14 S4 117.1(2) 2_656 . . . ?
K2 C13 C14 S4 -102.4(3) . . . . ?
C12 C13 C14 K2 -73.54(17) . . . . ?
K1 C13 C14 K2 -140.43(7) 2_656 . . . ?
C12 C13 C14 K1 66.89(16) . . . 2_656 ?
K2 C13 C14 K1 140.43(7) . . . 2_656 ?
C20 S4 C14 C15 -0.37(17) . . . . ?
K2 S4 C14 C15 -74.90(15) . . . . ?
C20 S4 C14 C13 174.8(3) . . . . ?
K2 S4 C14 C13 100.3(3) . . . . ?
C20 S4 C14 K2 74.53(9) . . . . ?
C20 S4 C14 K1 -81.88(11) . . . 2_656 ?
K2 S4 C14 K1 -156.41(13) . . . 2_656 ?
C13 C14 C15 C16 0.5(3) . . . . ?
S4 C14 C15 C16 176.99(14) . . . . ?
K2 C14 C15 C16 85.42(15) . . . . ?
K1 C14 C15 C16 -70.85(14) 2_656 . . . ?
C13 C14 C15 C19 -175.87(19) . . . . ?
S4 C14 C15 C19 0.6(2) . . . . ?
K2 C14 C15 C19 -90.95(16) . . . . ?
K1 C14 C15 C19 112.77(17) 2_656 . . . ?
C13 C14 C15 K2 -84.92(18) . . . . ?
S4 C14 C15 K2 91.57(12) . . . . ?
K1 C14 C15 K2 -156.28(6) 2_656 . . . ?
C13 C14 C15 K1 71.36(17) . . . 2_656 ?
S4 C14 C15 K1 -112.15(13) . . . 2_656 ?
K2 C14 C15 K1 156.28(6) . . . 2_656 ?
C13 C12 C16 C15 -0.6(3) . . . . ?
S3 C12 C16 C15 175.49(15) . . . . ?
K1 C12 C16 C15 73.94(14) 2_656 . . . ?
K2 C12 C16 C15 -62.40(14) . . . . ?
C13 C12 C16 C17 -176.2(2) . . . . ?
S3 C12 C16 C17 -0.1(2) . . . . ?
K1 C12 C16 C17 -101.66(17) 2_656 . . . ?
K2 C12 C16 C17 122.00(18) . . . . ?
C13 C12 C16 K1 -74.54(17) . . . 2_656 ?
S3 C12 C16 K1 101.55(13) . . . 2_656 ?
K2 C12 C16 K1 -136.34(6) . . . 2_656 ?
C13 C12 C16 K2 61.80(18) . . . . ?
S3 C12 C16 K2 -122.11(12) . . . . ?
K1 C12 C16 K2 136.34(6) 2_656 . . . ?
C14 C15 C16 C12 0.1(2) . . . . ?
C19 C15 C16 C12 174.7(3) . . . . ?
K2 C15 C16 C12 78.02(16) . . . . ?
K1 C15 C16 C12 -74.44(15) 2_656 . . . ?
C14 C15 C16 C17 173.5(3) . . . . ?
C19 C15 C16 C17 -11.8(5) . . . . ?
K2 C15 C16 C17 -108.5(3) . . . . ?
K1 C15 C16 C17 99.0(3) 2_656 . . . ?
C14 C15 C16 K1 74.50(15) . . . 2_656 ?
C19 C15 C16 K1 -110.9(3) . . . 2_656 ?
K2 C15 C16 K1 152.46(6) . . . 2_656 ?
C14 C15 C16 K2 -77.96(15) . . . . ?
C19 C15 C16 K2 96.7(3) . . . . ?
K1 C15 C16 K2 -152.46(6) 2_656 . . . ?
C12 C16 C17 C18 0.6(3) . . . . ?
C15 C16 C17 C18 -172.6(3) . . . . ?
K1 C16 C17 C18 -83.2(2) 2_656 . . . ?
K2 C16 C17 C18 100.3(2) . . . . ?
C16 C17 C18 C21 177.7(2) . . . . ?
C16 C17 C18 S3 -0.8(3) . . . . ?
C12 S3 C18 C17 0.6(2) . . . . ?
C12 S3 C18 C21 -178.0(2) . . . . ?
C14 C15 C19 C20 -0.6(3) . . . . ?
C16 C15 C19 C20 -175.1(3) . . . . ?
K2 C15 C19 C20 -80.58(19) . . . . ?
K1 C15 C19 C20 88.4(2) 2_656 . . . ?
C14 C15 C19 K2 79.96(16) . . . . ?
C16 C15 C19 K2 -94.5(3) . . . . ?
K1 C15 C19 K2 168.94(14) 2_656 . . . ?
C15 C19 C20 C22 -177.0(2) . . . . ?
K2 C19 C20 C22 124.3(2) . . . . ?
C15 C19 C20 S4 0.3(3) . . . . ?
K2 C19 C20 S4 -58.34(14) . . . . ?
C14 S4 C20 C19 0.03(19) . . . . ?
K2 S4 C20 C19 53.08(16) . . . . ?
C14 S4 C20 C22 177.6(2) . . . . ?
K2 S4 C20 C22 -129.3(2) . . . . ?
C26 O1 C23A C24A 26.8(6) . . . . ?
K1 O1 C23A C24A -95.8(5) . . . . ?
K2 O1 C23A C24A 150.3(4) . . . . ?
O1 C23A C24A C25 -39.5(6) . . . . ?
C26 O1 C23B C24B -38.0(9) . . . . ?
K1 O1 C23B C24B -151.9(7) . . . . ?
K2 O1 C23B C24B 95.9(8) . . . . ?
O1 C23B C24B C25 44.7(10) . . . . ?
C23B C24B C25 C26 -34.7(7) . . . . ?
C23A C24A C25 C26 37.1(4) . . . . ?
C23B O1 C26 C25 16.1(6) . . . . ?
C23A O1 C26 C25 -2.5(4) . . . . ?
K1 O1 C26 C25 123.86(16) . . . . ?
K2 O1 C26 C25 -121.60(16) . . . . ?
C24B C25 C26 O1 12.5(4) . . . . ?
C24A C25 C26 O1 -22.3(3) . . . . ?
C30 O2 C27A C28A -32.6(4) . . . . ?
K1 O2 C27A C28A 92.6(3) . . . . ?
K2 O2 C27A C28A -156.4(3) . . . . ?
O2 C27A C28A C29 42.1(4) . . . . ?
C30 O2 C27B C28B 38.9(11) . . . . ?
K1 O2 C27B C28B 153.5(8) . . . . ?
K2 O2 C27B C28B -100.3(9) . . . . ?
O2 C27B C28B C29 -48.6(12) . . . . ?
C27A C28A C29 C30 -35.6(4) . . . . ?
C27B C28B C29 C30 39.9(9) . . . . ?
C27B O2 C30 C29 -14.9(7) . . . . ?
C27A O2 C30 C29 9.1(3) . . . . ?
K1 O2 C30 C29 -120.23(19) . . . . ?
K2 O2 C30 C29 128.48(18) . . . . ?
C28A C29 C30 O2 17.5(3) . . . . ?
C28B C29 C30 O2 -16.0(6) . . . . ?

_refine_diff_density_max         0.267
_refine_diff_density_min         -0.252
_refine_diff_density_rms         0.042

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_mol3
_database_code_depnum_ccdc_archive 'CCDC 1920204'
loop_
_audit_author_name
_audit_author_address
'Mikhail Minyaev'
;Topchiev Institute of Petrochemical Synthesis, Russian Academy of Sciences
Russia
;
_audit_update_record             
;
2019-08-03 deposited with the CCDC.	2019-09-09 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C22 H26 K N O3'
_chemical_formula_sum            'C22 H26 K N O3'
_chemical_formula_weight         391.54

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'
K K 0.2009 0.2494 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      tetragonal
_space_group_IT_number           86
_space_group_name_H-M_alt        'P 42/n'
_space_group_name_Hall           '-P 4bc'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y+1/2, z'
'-y, x+1/2, z+1/2'
'y+1/2, -x, z+1/2'
'-x, -y, -z'
'x-1/2, y-1/2, -z'
'y, -x-1/2, -z-1/2'
'-y-1/2, x, -z-1/2'

_cell_length_a                   14.9197(8)
_cell_length_b                   14.9197(8)
_cell_length_c                   18.2151(10)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4054.6(5)
_cell_formula_units_Z            8
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    7149
_cell_measurement_theta_min      2.232
_cell_measurement_theta_max      29.432

_exptl_crystal_description       block
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.283
_exptl_crystal_F_000             1664
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.18
_exptl_absorpt_coefficient_mu    0.283
_shelx_estimated_absorpt_T_min   0.890
_shelx_estimated_absorpt_T_max   0.951
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.8701
_exptl_absorpt_correction_T_max  0.9906
_exptl_absorpt_process_details   'SADABS 2016/2 (Krause et al., 2015)'
_exptl_special_details           'Moisture and air sensitive'
_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX II CCD area detector'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            30785
_diffrn_reflns_av_unetI/netI     0.0349
_diffrn_reflns_av_R_equivalents  0.0539
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         1.764
_diffrn_reflns_theta_max         28.995
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             5398
_reflns_number_gt                4054
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'APEX-II (Bruker, 2008)'
_computing_cell_refinement       'SAINT (Bruker, 2008)'
_computing_data_reduction        'SAINT (Bruker, 2008)'
_computing_structure_solution    'SHELXS (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2017 (Sheldrick, 2015a)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2015b)'
_computing_publication_material  'SHELXTL (Sheldrick, 2015b)'

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0386P)²+1.3994P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5398
_refine_ls_number_parameters     247
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0585
_refine_ls_R_factor_gt           0.0382
_refine_ls_wR_factor_ref         0.0958
_refine_ls_wR_factor_gt          0.0854
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_restrained_S_all      1.022
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
K1 K 0.47368(2) 0.68703(2) 0.26295(2) 0.02382(9) Uani 1 1 d . . . . .
N1 N 0.45420(8) 0.41498(8) 0.28216(7) 0.0217(3) Uani 1 1 d . . . . .
C2 C 0.43428(9) 0.40107(9) 0.20887(8) 0.0208(3) Uani 1 1 d . . . . .
C3 C 0.49467(9) 0.45178(9) 0.16412(8) 0.0198(3) Uani 1 1 d . . . . .
C4 C 0.55212(9) 0.50034(9) 0.21385(8) 0.0190(3) Uani 1 1 d . . . . .
C5 C 0.52503(9) 0.47621(9) 0.28524(8) 0.0187(3) Uani 1 1 d . . . . .
C6 C 0.62508(9) 0.56152(9) 0.21840(8) 0.0204(3) Uani 1 1 d . . . . .
H6 H 0.655982 0.588760 0.178630 0.024 Uiso 1 1 calc R U . . .
C7 C 0.64238(9) 0.57364(9) 0.29449(8) 0.0199(3) Uani 1 1 d . . . . .
C8 C 0.58074(9) 0.51822(9) 0.33823(8) 0.0198(3) Uani 1 1 d . . . . .
C9 C 0.59001(10) 0.51532(10) 0.41538(8) 0.0241(3) Uani 1 1 d . . . . .
H9 H 0.551637 0.478095 0.443708 0.029 Uiso 1 1 calc R U . . .
C10 C 0.65481(10) 0.56657(10) 0.44971(8) 0.0270(3) Uani 1 1 d . . . . .
H10 H 0.661408 0.563573 0.501524 0.032 Uiso 1 1 calc R U . . .
C11 C 0.71148(10) 0.62354(10) 0.40823(8) 0.0260(3) Uani 1 1 d . . . . .
H11 H 0.754385 0.659745 0.432841 0.031 Uiso 1 1 calc R U . . .
C12 C 0.70540(9) 0.62729(10) 0.33283(8) 0.0231(3) Uani 1 1 d . . . . .
H12 H 0.743860 0.666261 0.306204 0.028 Uiso 1 1 calc R U . . .
C13 C 0.36893(10) 0.34641(10) 0.17775(9) 0.0261(3) Uani 1 1 d . . . . .
H13 H 0.328196 0.313982 0.207766 0.031 Uiso 1 1 calc R U . . .
C14 C 0.36474(10) 0.34045(10) 0.10171(9) 0.0282(3) Uani 1 1 d . . . . .
H14 H 0.320438 0.303469 0.079662 0.034 Uiso 1 1 calc R U . . .
C15 C 0.42444(10) 0.38780(10) 0.05696(8) 0.0262(3) Uani 1 1 d . . . . .
H15 H 0.420679 0.381998 0.005113 0.031 Uiso 1 1 calc R U . . .
C16 C 0.48912(10) 0.44319(9) 0.08763(8) 0.0228(3) Uani 1 1 d . . . . .
H16 H 0.529460 0.475141 0.056910 0.027 Uiso 1 1 calc R U . . .
C17 C 0.40367(11) 0.38148(11) 0.34401(9) 0.0306(3) Uani 1 1 d . . . . .
H17A H 0.387802 0.318598 0.335455 0.046 Uiso 1 1 calc R U . . .
H17B H 0.348881 0.416986 0.349882 0.046 Uiso 1 1 calc R U . . .
H17C H 0.440059 0.386115 0.388638 0.046 Uiso 1 1 calc R U . . .
C18 C 0.37646(13) 0.67833(13) 0.08448(10) 0.0431(4) Uani 1 1 d . . . . .
H18A H 0.423667 0.723522 0.079080 0.065 Uiso 1 1 calc R U . . .
H18B H 0.327384 0.691712 0.050437 0.065 Uiso 1 1 calc R U . . .
H18C H 0.400988 0.618912 0.073428 0.065 Uiso 1 1 calc R U . . .
O19 O 0.34353(7) 0.67956(7) 0.15781(6) 0.0315(3) Uani 1 1 d . . . . .
C20 C 0.27847(11) 0.61129(11) 0.16997(10) 0.0350(4) Uani 1 1 d . . . . .
H20A H 0.306437 0.551516 0.164298 0.042 Uiso 1 1 calc R U . . .
H20B H 0.229500 0.616677 0.133558 0.042 Uiso 1 1 calc R U . . .
C21 C 0.24149(10) 0.62129(11) 0.24629(10) 0.0344(4) Uani 1 1 d . . . . .
H21A H 0.212307 0.680538 0.251544 0.041 Uiso 1 1 calc R U . . .
H21B H 0.195986 0.574344 0.255576 0.041 Uiso 1 1 calc R U . . .
O22 O 0.31274(7) 0.61326(7) 0.29790(6) 0.0286(2) Uani 1 1 d . . . . .
C23 C 0.28202(11) 0.61703(11) 0.37218(9) 0.0320(4) Uani 1 1 d . . . . .
H23A H 0.252167 0.560046 0.385515 0.038 Uiso 1 1 calc R U . . .
H23B H 0.238240 0.666379 0.378032 0.038 Uiso 1 1 calc R U . . .
C24 C 0.36138(11) 0.63254(10) 0.42098(9) 0.0308(3) Uani 1 1 d . . . . .
H24A H 0.342537 0.631252 0.473083 0.037 Uiso 1 1 calc R U . . .
H24B H 0.406433 0.584737 0.413284 0.037 Uiso 1 1 calc R U . . .
O25 O 0.39935(7) 0.71774(7) 0.40373(6) 0.0305(2) Uani 1 1 d . . . . .
C26 C 0.47341(12) 0.73979(12) 0.44974(10) 0.0371(4) Uani 1 1 d . . . . .
H26A H 0.495074 0.799973 0.437492 0.056 Uiso 1 1 calc R U . . .
H26B H 0.521674 0.696214 0.442123 0.056 Uiso 1 1 calc R U . . .
H26C H 0.454415 0.738346 0.501225 0.056 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
K1 O19 2.7295(12) . ?
K1 O22 2.7170(10) . ?
K1 O25 2.8313(12) . ?
K1 C4 3.1508(14) . ?
K1 C5 3.2627(13) . ?
K1 C6 3.0442(14) . ?
K1 C7 3.0866(13) . ?
K1 C8 3.2825(14) . ?
K1 C6 3.1131(14) 7_576 ?
K1 C7 3.1300(14) 7_576 ?
K1 C12 3.2972(15) 7_576 ?
N1 C2 1.3833(18) . ?
N1 C5 1.3980(17) . ?
N1 C17 1.4448(18) . ?
C2 C13 1.392(2) . ?
C2 C3 1.4313(19) . ?
C3 C16 1.4016(19) . ?
C3 C4 1.4423(19) . ?
C4 C5 1.4086(19) . ?
C4 C6 1.4231(19) . ?
C5 C8 1.4195(19) . ?
C6 C7 1.421(2) . ?
C6 H6 0.9500 . ?
C7 C12 1.419(2) . ?
C7 C8 1.4711(19) . ?
C8 C9 1.413(2) . ?
C9 C10 1.382(2) . ?
C9 H9 0.9500 . ?
C10 C11 1.417(2) . ?
C10 H10 0.9500 . ?
C11 C12 1.378(2) . ?
C11 H11 0.9500 . ?
C12 H12 0.9500 . ?
C13 C14 1.389(2) . ?
C13 H13 0.9500 . ?
C14 C15 1.399(2) . ?
C14 H14 0.9500 . ?
C15 C16 1.388(2) . ?
C15 H15 0.9500 . ?
C16 H16 0.9500 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 O19 1.423(2) . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
O19 C20 1.4245(18) . ?
C20 C21 1.503(3) . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C21 O22 1.424(2) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
O22 C23 1.430(2) . ?
C23 C24 1.499(2) . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C24 O25 1.4267(18) . ?
C24 H24A 0.9900 . ?
C24 H24B 0.9900 . ?
O25 C26 1.425(2) . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?

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
_geom_angle_publ_flag
O22 K1 O19 61.26(3) . . ?
O22 K1 O25 60.48(3) . . ?
O19 K1 O25 111.31(3) . . ?
O22 K1 C6 117.97(4) . . ?
O19 K1 C6 108.41(4) . . ?
O25 K1 C6 129.17(4) . . ?
O22 K1 C7 117.07(4) . . ?
O19 K1 C7 133.50(4) . . ?
O25 K1 C7 103.86(4) . . ?
C6 K1 C7 26.80(4) . . ?
O22 K1 C6 135.33(4) . 7_576 ?
O19 K1 C6 114.38(4) . 7_576 ?
O25 K1 C6 85.43(3) . 7_576 ?
C6 K1 C6 105.70(5) . 7_576 ?
C7 K1 C6 97.47(4) . 7_576 ?
O22 K1 C7 145.97(4) . 7_576 ?
O19 K1 C7 97.91(4) . 7_576 ?
O25 K1 C7 110.96(3) . 7_576 ?
C6 K1 C7 93.30(4) . 7_576 ?
C7 K1 C7 96.86(5) . 7_576 ?
C6 K1 C7 26.32(4) 7_576 7_576 ?
O22 K1 C4 92.10(3) . . ?
O19 K1 C4 91.66(4) . . ?
O25 K1 C4 123.07(3) . . ?
C6 K1 C4 26.49(4) . . ?
C7 K1 C4 42.73(4) . . ?
C6 K1 C4 132.12(4) 7_576 . ?
C7 K1 C4 116.55(4) 7_576 . ?
O22 K1 C5 77.75(3) . . ?
O19 K1 C5 102.42(3) . . ?
O25 K1 C5 97.78(3) . . ?
C6 K1 C5 42.77(3) . . ?
C7 K1 C5 42.01(3) . . ?
C6 K1 C5 139.08(4) 7_576 . ?
C7 K1 C5 135.53(4) 7_576 . ?
C4 K1 C5 25.30(3) . . ?
O22 K1 C8 91.22(3) . . ?
O19 K1 C8 127.44(3) . . ?
O25 K1 C8 86.35(3) . . ?
C6 K1 C8 43.81(4) . . ?
C7 K1 C8 26.48(3) . . ?
C6 K1 C8 116.13(4) 7_576 . ?
C7 K1 C8 122.12(4) 7_576 . ?
C4 K1 C8 42.23(3) . . ?
C5 K1 C8 25.05(3) . . ?
O22 K1 C12 159.29(4) . 7_576 ?
O19 K1 C12 98.23(4) . 7_576 ?
O25 K1 C12 132.28(3) . 7_576 ?
C6 K1 C12 69.06(4) . 7_576 ?
C7 K1 C12 78.37(4) . 7_576 ?
C6 K1 C12 47.69(4) 7_576 7_576 ?
C7 K1 C12 25.33(3) 7_576 7_576 ?
C4 K1 C12 91.26(4) . 7_576 ?
C5 K1 C12 111.83(4) . 7_576 ?
C8 K1 C12 104.85(4) . 7_576 ?
C2 N1 C5 107.41(11) . . ?
C2 N1 C17 126.05(12) . . ?
C5 N1 C17 126.10(12) . . ?
N1 C2 C13 129.16(13) . . ?
N1 C2 C3 109.58(12) . . ?
C13 C2 C3 121.24(13) . . ?
C16 C3 C2 118.73(13) . . ?
C16 C3 C4 134.86(13) . . ?
C2 C3 C4 106.37(12) . . ?
C5 C4 C6 109.24(12) . . ?
C5 C4 C3 106.32(12) . . ?
C6 C4 C3 144.44(13) . . ?
C5 C4 K1 81.80(8) . . ?
C6 C4 K1 72.57(8) . . ?
C3 C4 K1 113.68(8) . . ?
N1 C5 C4 110.29(12) . . ?
N1 C5 C8 139.32(13) . . ?
C4 C5 C8 110.30(12) . . ?
N1 C5 K1 116.58(8) . . ?
C4 C5 K1 72.91(7) . . ?
C8 C5 K1 78.26(8) . . ?
C7 C6 C4 106.10(12) . . ?
C7 C6 K1 78.26(8) . . ?
C4 C6 K1 80.94(8) . . ?
C7 C6 K1 77.50(8) . 8_756 ?
C4 C6 K1 115.16(9) . 8_756 ?
K1 C6 K1 153.90(5) . 8_756 ?
C7 C6 H6 126.9 . . ?
C4 C6 H6 126.9 . . ?
K1 C6 H6 107.5 . . ?
K1 C6 H6 80.0 8_756 . ?
C12 C7 C6 132.23(13) . . ?
C12 C7 C8 117.70(13) . . ?
C6 C7 C8 110.07(12) . . ?
C12 C7 K1 108.83(9) . . ?
C6 C7 K1 74.94(8) . . ?
C8 C7 K1 84.21(7) . . ?
C12 C7 K1 83.94(8) . 8_756 ?
C6 C7 K1 76.18(8) . 8_756 ?
C8 C7 K1 114.93(8) . 8_756 ?
K1 C7 K1 149.54(5) . 8_756 ?
C9 C8 C5 136.07(13) . . ?
C9 C8 C7 119.65(13) . . ?
C5 C8 C7 104.24(12) . . ?
C9 C8 K1 119.12(9) . . ?
C5 C8 K1 76.69(8) . . ?
C7 C8 K1 69.31(7) . . ?
C10 C9 C8 120.11(14) . . ?
C10 C9 H9 119.9 . . ?
C8 C9 H9 119.9 . . ?
C9 C10 C11 120.53(14) . . ?
C9 C10 H10 119.7 . . ?
C11 C10 H10 119.7 . . ?
C12 C11 C10 121.11(14) . . ?
C12 C11 H11 119.4 . . ?
C10 C11 H11 119.4 . . ?
C11 C12 C7 120.76(14) . . ?
C11 C12 K1 117.85(9) . 8_756 ?
C7 C12 K1 70.73(8) . 8_756 ?
C11 C12 H12 119.6 . . ?
C7 C12 H12 119.6 . . ?
K1 C12 H12 82.0 8_756 . ?
C14 C13 C2 118.37(14) . . ?
C14 C13 H13 120.8 . . ?
C2 C13 H13 120.8 . . ?
C13 C14 C15 121.32(14) . . ?
C13 C14 H14 119.3 . . ?
C15 C14 H14 119.3 . . ?
C16 C15 C14 120.59(14) . . ?
C16 C15 H15 119.7 . . ?
C14 C15 H15 119.7 . . ?
C15 C16 C3 119.71(13) . . ?
C15 C16 H16 120.1 . . ?
C3 C16 H16 120.1 . . ?
N1 C17 H17A 109.5 . . ?
N1 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
N1 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
O19 C18 H18A 109.5 . . ?
O19 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
O19 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C18 O19 C20 111.83(13) . . ?
C18 O19 K1 114.42(10) . . ?
C20 O19 K1 113.88(9) . . ?
O19 C20 C21 108.84(13) . . ?
O19 C20 H20A 109.9 . . ?
C21 C20 H20A 109.9 . . ?
O19 C20 H20B 109.9 . . ?
C21 C20 H20B 109.9 . . ?
H20A C20 H20B 108.3 . . ?
O22 C21 C20 109.16(13) . . ?
O22 C21 H21A 109.8 . . ?
C20 C21 H21A 109.8 . . ?
O22 C21 H21B 109.8 . . ?
C20 C21 H21B 109.8 . . ?
H21A C21 H21B 108.3 . . ?
C21 O22 C23 112.46(12) . . ?
C21 O22 K1 118.10(9) . . ?
C23 O22 K1 119.28(9) . . ?
O22 C23 C24 108.31(12) . . ?
O22 C23 H23A 110.0 . . ?
C24 C23 H23A 110.0 . . ?
O22 C23 H23B 110.0 . . ?
C24 C23 H23B 110.0 . . ?
H23A C23 H23B 108.4 . . ?
O25 C24 C23 108.71(13) . . ?
O25 C24 H24A 109.9 . . ?
C23 C24 H24A 109.9 . . ?
O25 C24 H24B 109.9 . . ?
C23 C24 H24B 109.9 . . ?
H24A C24 H24B 108.3 . . ?
C26 O25 C24 112.58(13) . . ?
C26 O25 K1 105.44(9) . . ?
C24 O25 K1 102.16(9) . . ?
O25 C26 H26A 109.5 . . ?
O25 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
O25 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?

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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C5 N1 C2 C13 -179.68(14) . . . . ?
C17 N1 C2 C13 -6.9(2) . . . . ?
C5 N1 C2 C3 1.75(15) . . . . ?
C17 N1 C2 C3 174.49(13) . . . . ?
N1 C2 C3 C16 176.49(12) . . . . ?
C13 C2 C3 C16 -2.2(2) . . . . ?
N1 C2 C3 C4 -1.56(15) . . . . ?
C13 C2 C3 C4 179.73(12) . . . . ?
C16 C3 C4 C5 -176.84(15) . . . . ?
C2 C3 C4 C5 0.75(14) . . . . ?
C16 C3 C4 C6 2.2(3) . . . . ?
C2 C3 C4 C6 179.78(18) . . . . ?
C16 C3 C4 K1 95.11(16) . . . . ?
C2 C3 C4 K1 -87.30(11) . . . . ?
C2 N1 C5 C4 -1.27(15) . . . . ?
C17 N1 C5 C4 -174.01(13) . . . . ?
C2 N1 C5 C8 -177.32(16) . . . . ?
C17 N1 C5 C8 9.9(3) . . . . ?
C2 N1 C5 K1 79.21(11) . . . . ?
C17 N1 C5 K1 -93.53(14) . . . . ?
C6 C4 C5 N1 -179.10(11) . . . . ?
C3 C4 C5 N1 0.30(15) . . . . ?
K1 C4 C5 N1 112.67(10) . . . . ?
C6 C4 C5 C8 -1.84(15) . . . . ?
C3 C4 C5 C8 177.56(11) . . . . ?
K1 C4 C5 C8 -70.08(10) . . . . ?
C6 C4 C5 K1 68.23(9) . . . . ?
C3 C4 C5 K1 -112.37(9) . . . . ?
C5 C4 C6 C7 0.45(15) . . . . ?
C3 C4 C6 C7 -178.56(18) . . . . ?
K1 C4 C6 C7 74.91(9) . . . . ?
C5 C4 C6 K1 -74.45(10) . . . . ?
C3 C4 C6 K1 106.5(2) . . . . ?
C5 C4 C6 K1 83.95(11) . . . 8_756 ?
C3 C4 C6 K1 -95.1(2) . . . 8_756 ?
K1 C4 C6 K1 158.40(7) . . . 8_756 ?
C4 C6 C7 C12 -178.82(14) . . . . ?
K1 C6 C7 C12 -101.96(15) . . . . ?
K1 C6 C7 C12 68.28(15) 8_756 . . . ?
C4 C6 C7 C8 1.05(15) . . . . ?
K1 C6 C7 C8 77.90(9) . . . . ?
K1 C6 C7 C8 -111.86(10) 8_756 . . . ?
C4 C6 C7 K1 -76.86(9) . . . . ?
K1 C6 C7 K1 170.24(4) 8_756 . . . ?
C4 C6 C7 K1 112.91(10) . . . 8_756 ?
K1 C6 C7 K1 -170.24(4) . . . 8_756 ?
N1 C5 C8 C9 1.0(3) . . . . ?
C4 C5 C8 C9 -175.01(15) . . . . ?
K1 C5 C8 C9 118.38(17) . . . . ?
N1 C5 C8 C7 178.42(16) . . . . ?
C4 C5 C8 C7 2.37(14) . . . . ?
K1 C5 C8 C7 -64.24(8) . . . . ?
N1 C5 C8 K1 -117.34(17) . . . . ?
C4 C5 C8 K1 66.61(9) . . . . ?
C12 C7 C8 C9 -4.30(18) . . . . ?
C6 C7 C8 C9 175.81(12) . . . . ?
K1 C7 C8 C9 -112.56(12) . . . . ?
K1 C7 C8 C9 92.17(13) 8_756 . . . ?
C12 C7 C8 C5 177.79(12) . . . . ?
C6 C7 C8 C5 -2.10(14) . . . . ?
K1 C7 C8 C5 69.54(9) . . . . ?
K1 C7 C8 C5 -85.74(11) 8_756 . . . ?
C12 C7 C8 K1 108.25(11) . . . . ?
C6 C7 C8 K1 -71.63(9) . . . . ?
K1 C7 C8 K1 -155.28(8) 8_756 . . . ?
C5 C8 C9 C10 179.16(15) . . . . ?
C7 C8 C9 C10 2.1(2) . . . . ?
K1 C8 C9 C10 -79.39(15) . . . . ?
C8 C9 C10 C11 1.1(2) . . . . ?
C9 C10 C11 C12 -2.0(2) . . . . ?
C10 C11 C12 C7 -0.4(2) . . . . ?
C10 C11 C12 K1 -83.49(15) . . . 8_756 ?
C6 C7 C12 C11 -176.70(14) . . . . ?
C8 C7 C12 C11 3.45(19) . . . . ?
K1 C7 C12 C11 96.81(13) . . . . ?
K1 C7 C12 C11 -111.58(13) 8_756 . . . ?
C6 C7 C12 K1 -65.11(14) . . . 8_756 ?
C8 C7 C12 K1 115.03(11) . . . 8_756 ?
K1 C7 C12 K1 -151.61(7) . . . 8_756 ?
N1 C2 C13 C14 -177.00(14) . . . . ?
C3 C2 C13 C14 1.4(2) . . . . ?
C2 C13 C14 C15 0.1(2) . . . . ?
C13 C14 C15 C16 -0.8(2) . . . . ?
C14 C15 C16 C3 0.0(2) . . . . ?
C2 C3 C16 C15 1.5(2) . . . . ?
C4 C3 C16 C15 178.84(15) . . . . ?
C18 O19 C20 C21 -175.50(14) . . . . ?
K1 O19 C20 C21 52.85(15) . . . . ?
O19 C20 C21 O22 -59.64(17) . . . . ?
C20 C21 O22 C23 -176.70(12) . . . . ?
C20 C21 O22 K1 38.14(16) . . . . ?
C21 O22 C23 C24 -165.22(13) . . . . ?
K1 O22 C23 C24 -20.52(15) . . . . ?
O22 C23 C24 O25 63.49(16) . . . . ?
C23 C24 O25 C26 177.62(13) . . . . ?
C23 C24 O25 K1 -69.76(12) . . . . ?

_refine_diff_density_max         0.388
_refine_diff_density_min         -0.236
_refine_diff_density_rms         0.047

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_mol4
_database_code_depnum_ccdc_archive 'CCDC 1920205'
loop_
_audit_author_name
_audit_author_address
'Mikhail Minyaev'
;Topchiev Institute of Petrochemical Synthesis, Russian Academy of Sciences
Russia
;
_audit_update_record             
;
2019-08-03 deposited with the CCDC.	2019-09-09 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C31 H36 K N O4'
_chemical_formula_sum            'C31 H36 K N O4'
_chemical_formula_weight         525.71

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'
K K 0.2009 0.2494 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.4637(12)
_cell_length_b                   11.0911(15)
_cell_length_c                   13.9898(17)
_cell_angle_alpha                74.333(3)
_cell_angle_beta                 89.812(3)
_cell_angle_gamma                81.725(3)
_cell_volume                     1398.2(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    4303
_cell_measurement_theta_min      2.264
_cell_measurement_theta_max      29.342

_exptl_crystal_description       block
_exptl_crystal_colour            'dark red'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.249
_exptl_crystal_F_000             560
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.23
_exptl_absorpt_coefficient_mu    0.226
_shelx_estimated_absorpt_T_min   0.924
_shelx_estimated_absorpt_T_max   0.950
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.7888
_exptl_absorpt_correction_T_max  0.8622
_exptl_absorpt_process_details   'SADABS 2016/2 (Krause et al., 2015)'
_exptl_special_details           'Moisture and air sensitive'
_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX II CCD area detector'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            16762
_diffrn_reflns_av_unetI/netI     0.0399
_diffrn_reflns_av_R_equivalents  0.0261
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         1.513
_diffrn_reflns_theta_max         28.998
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             7402
_reflns_number_gt                5136
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'APEX-II (Bruker, 2008)'
_computing_cell_refinement       'SAINT (Bruker, 2008)'
_computing_data_reduction        'SAINT (Bruker, 2008)'
_computing_structure_solution    'SHELXS (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2017 (Sheldrick, 2015a)'
_computing_molecular_graphics    
'SHELXTL (Sheldrick, 2015b) and Mercury (Macrae et al.,2006)'
_computing_publication_material  'SHELXTL (Sheldrick, 2015b)'

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0633P)²+1.0769P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7402
_refine_ls_number_parameters     346
_refine_ls_number_restraints     10
_refine_ls_R_factor_all          0.0888
_refine_ls_R_factor_gt           0.0576
_refine_ls_wR_factor_ref         0.1567
_refine_ls_wR_factor_gt          0.1361
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_restrained_S_all      1.029
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
K1 K 1.09526(5) 0.19118(5) 0.78199(4) 0.03465(14) Uani 1 1 d . . . . .
N1 N 0.77204(16) 0.21057(15) 0.97259(12) 0.0234(3) Uani 1 1 d . . . . .
C2 C 0.71059(19) 0.33942(18) 0.92846(15) 0.0242(4) Uani 1 1 d . . . . .
C3 C 0.7046(2) 0.36143(18) 0.82536(15) 0.0258(4) Uani 1 1 d . . . . .
C4 C 0.76153(19) 0.24294(18) 0.80541(15) 0.0237(4) Uani 1 1 d . . . . .
C5 C 0.80276(18) 0.15303(18) 0.89751(15) 0.0229(4) Uani 1 1 d . . . . .
C6 C 0.85942(19) 0.03254(18) 0.88736(15) 0.0246(4) Uani 1 1 d . . . . .
H6 H 0.894455 -0.041476 0.938555 0.030 Uiso 1 1 calc R U . . .
C7 C 0.85236(19) 0.04666(18) 0.78358(15) 0.0240(4) Uani 1 1 d . . . . .
C8 C 0.79347(19) 0.17777(18) 0.73027(15) 0.0251(4) Uani 1 1 d . . . . .
C9 C 0.7834(2) 0.2122(2) 0.62615(16) 0.0315(4) Uani 1 1 d . . . . .
H9 H 0.748093 0.297079 0.590789 0.038 Uiso 1 1 calc R U . . .
C10 C 0.8246(3) 0.1233(2) 0.57442(17) 0.0378(5) Uani 1 1 d . . . . .
H10 H 0.815762 0.147399 0.503935 0.045 Uiso 1 1 calc R U . . .
C11 C 0.8794(3) -0.0028(2) 0.62562(18) 0.0365(5) Uani 1 1 d . . . . .
H11 H 0.907019 -0.062635 0.589093 0.044 Uiso 1 1 calc R U . . .
C12 C 0.8935(2) -0.0404(2) 0.72766(16) 0.0299(4) Uani 1 1 d . . . . .
H12 H 0.931278 -0.125602 0.760750 0.036 Uiso 1 1 calc R U . . .
C13 C 0.6618(2) 0.41070(19) 0.99537(16) 0.0288(4) Uani 1 1 d . . . . .
H13 H 0.618990 0.496425 0.969785 0.035 Uiso 1 1 calc R U . . .
C14 C 0.6749(2) 0.3591(2) 1.09551(17) 0.0328(5) Uani 1 1 d . . . . .
H14 H 0.639764 0.408400 1.138866 0.039 Uiso 1 1 calc R U . . .
C15 C 0.7412(2) 0.2310(2) 1.13562(17) 0.0338(5) Uani 1 1 d . . . . .
H15 H 0.752430 0.195819 1.205513 0.041 Uiso 1 1 calc R U . . .
C16 C 0.7878(2) 0.1604(2) 1.07394(15) 0.0294(4) Uani 1 1 d . . . . .
H16 H 0.831904 0.075272 1.100657 0.035 Uiso 1 1 calc R U . . .
C17 C 0.6451(2) 0.4822(2) 0.75449(17) 0.0333(5) Uani 1 1 d . . . . .
C18 C 0.5714(3) 0.4847(2) 0.6682(2) 0.0509(7) Uani 1 1 d . . . . .
H18 H 0.557392 0.407309 0.655316 0.061 Uiso 1 1 calc R U . . .
C19 C 0.5176(4) 0.5998(3) 0.5998(2) 0.0683(9) Uani 1 1 d . . . . .
H19 H 0.469080 0.599396 0.540562 0.082 Uiso 1 1 calc R U . . .
C20 C 0.5338(4) 0.7130(3) 0.6172(2) 0.0668(9) Uani 1 1 d . . . . .
H20 H 0.494234 0.790744 0.571530 0.080 Uiso 1 1 calc R U . . .
C21 C 0.6076(3) 0.7124(2) 0.7012(2) 0.0531(7) Uani 1 1 d . . . . .
H21 H 0.620086 0.790410 0.713529 0.064 Uiso 1 1 calc R U . . .
C22 C 0.6645(3) 0.5994(2) 0.76838(18) 0.0385(5) Uani 1 1 d . . . . .
H22 H 0.717945 0.601311 0.825194 0.046 Uiso 1 1 calc R U . . .
C23 C 1.0837(3) 0.3549(3) 0.9813(3) 0.0629(9) Uani 1 1 d . . . . .
H23A H 0.984577 0.361583 0.958092 0.094 Uiso 1 1 calc R U . . .
H23B H 1.114190 0.438616 0.961525 0.094 Uiso 1 1 calc R U . . .
H23C H 1.090604 0.322472 1.053902 0.094 Uiso 1 1 calc R U . . .
O24 O 1.17246(15) 0.27143(15) 0.93899(13) 0.0375(4) Uani 1 1 d . . . . .
C25 C 1.3188(2) 0.2609(3) 0.9643(2) 0.0462(6) Uani 1 1 d . . . . .
H25A H 1.331375 0.243629 1.037172 0.055 Uiso 1 1 calc R U . . .
H25B H 1.353012 0.342315 0.933023 0.055 Uiso 1 1 calc R U . . .
C26 C 1.4041(2) 0.1605(3) 0.9319(2) 0.0467(6) Uani 1 1 d . . . . .
H26A H 1.506472 0.164302 0.942708 0.056 Uiso 0.807(3) 1 calc R U P A 1
H26B H 1.383416 0.077844 0.973481 0.056 Uiso 0.807(3) 1 calc R U P A 1
H26C H 1.483377 0.200794 0.896766 0.056 Uiso 0.193(3) 1 calc R U P A 2
H26D H 1.447869 0.100982 0.994189 0.056 Uiso 0.193(3) 1 calc R U P A 2
O27A O 1.37908(18) 0.16720(18) 0.83271(14) 0.0297(4) Uani 0.807(3) 1 d . . P A
1
O27B O 1.3726(7) 0.0889(8) 0.8800(6) 0.0297(4) Uani 0.193(3) 1 d . . P A 2
C28 C 1.4683(2) 0.0655(3) 0.80339(19) 0.0405(6) Uani 1 1 d . . . . .
H28A H 1.443388 -0.018034 0.839708 0.049 Uiso 0.807(3) 1 calc R U P A 1
H28B H 1.570692 0.066534 0.816843 0.049 Uiso 0.807(3) 1 calc R U P A 1
H28C H 1.506112 -0.025959 0.825889 0.049 Uiso 0.193(3) 1 calc R U P A 2
H28D H 1.549947 0.110311 0.808657 0.049 Uiso 0.193(3) 1 calc R U P A 2
C29 C 1.4373(2) 0.0918(2) 0.69573(19) 0.0387(5) Uani 1 1 d . . . . .
H29A H 1.449701 0.180010 0.661486 0.046 Uiso 1 1 calc R U . . .
H29B H 1.503813 0.034007 0.667658 0.046 Uiso 1 1 calc R U . . .
O30 O 1.29362(17) 0.07344(16) 0.68148(12) 0.0401(4) Uani 1 1 d . . . . .
C31 C 1.2547(4) 0.0928(4) 0.5805(2) 0.0665(9) Uani 1 1 d . . . . .
H31A H 1.155187 0.079732 0.574865 0.100 Uiso 1 1 calc R U . . .
H31B H 1.317009 0.032620 0.553306 0.100 Uiso 1 1 calc R U . . .
H31C H 1.264945 0.179455 0.543315 0.100 Uiso 1 1 calc R U . . .
O32A O 1.0862(3) 0.4155(3) 0.6456(3) 0.0515(10) Uani 0.686(3) 1 d D . P A 1
C33A C 0.9620(5) 0.5050(4) 0.6469(5) 0.0809(10) Uani 0.686(3) 1 d D . P A 1
H33A H 0.910083 0.475896 0.708484 0.097 Uiso 0.686(3) 1 calc R U P A 1
H33B H 0.897157 0.513570 0.589351 0.097 Uiso 0.686(3) 1 calc R U P A 1
C34A C 1.0083(4) 0.6299(4) 0.6424(6) 0.0809(10) Uani 0.686(3) 1 d D . P A 1
H34A H 0.996850 0.686851 0.574028 0.097 Uiso 0.686(3) 1 calc R U P A 1
H34B H 0.953392 0.672080 0.687775 0.097 Uiso 0.686(3) 1 calc R U P A 1
C35A C 1.1623(4) 0.5937(4) 0.6752(5) 0.0809(10) Uani 0.686(3) 1 d D . P A 1
H35A H 1.217991 0.661348 0.642182 0.097 Uiso 0.686(3) 1 calc R U P A 1
H35B H 1.173553 0.578042 0.748036 0.097 Uiso 0.686(3) 1 calc R U P A 1
C36A C 1.2106(4) 0.4754(3) 0.6452(3) 0.0525(9) Uani 0.686(3) 1 d D . P A 1
H36A H 1.250358 0.495664 0.578160 0.063 Uiso 0.686(3) 1 calc R U P A 1
H36B H 1.285078 0.419324 0.692857 0.063 Uiso 0.686(3) 1 calc R U P A 1
O32B O 1.1100(10) 0.4196(9) 0.6827(7) 0.0515(10) Uani 0.314(3) 1 d D . P A 2
C33B C 1.0629(11) 0.4780(9) 0.5816(8) 0.0809(10) Uani 0.314(3) 1 d D . P A 2
H33C H 1.000014 0.427057 0.558130 0.097 Uiso 0.314(3) 1 calc R U P A 2
H33D H 1.145270 0.488445 0.537795 0.097 Uiso 0.314(3) 1 calc R U P A 2
C34B C 0.9827(11) 0.6039(9) 0.5832(9) 0.0809(10) Uani 0.314(3) 1 d D . P A 2
H34C H 0.881288 0.597718 0.598183 0.097 Uiso 0.314(3) 1 calc R U P A 2
H34D H 0.987452 0.667619 0.518697 0.097 Uiso 0.314(3) 1 calc R U P A 2
C35B C 1.0578(14) 0.6373(8) 0.6643(8) 0.0809(10) Uani 0.314(3) 1 d D . P A 2
H35C H 1.149237 0.667703 0.642727 0.097 Uiso 0.314(3) 1 calc R U P A 2
H35D H 0.997077 0.701343 0.689807 0.097 Uiso 0.314(3) 1 calc R U P A 2
C36B C 1.0808(9) 0.5105(7) 0.7386(6) 0.0525(9) Uani 0.314(3) 1 d D . P A 2
H36C H 1.162449 0.504144 0.784733 0.063 Uiso 0.314(3) 1 calc R U P A 2
H36D H 0.994488 0.496394 0.777786 0.063 Uiso 0.314(3) 1 calc R U P A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
K1 O24 2.7209(17) . ?
K1 O27A 2.7374(17) . ?
K1 O27B 2.895(7) . ?
K1 O30 2.7342(18) . ?
K1 O32A 2.686(4) . ?
K1 O32B 2.563(10) . ?
K1 C4 3.1598(19) . ?
K1 C5 3.2236(19) . ?
K1 C6 3.156(2) . ?
K1 C7 2.9824(19) . ?
K1 C8 2.9827(19) . ?
N1 C2 1.431(2) . ?
N1 C5 1.379(3) . ?
N1 C16 1.376(3) . ?
C2 C3 1.396(3) . ?
C2 C13 1.416(3) . ?
C3 C4 1.445(3) . ?
C3 C17 1.471(3) . ?
C4 C5 1.416(3) . ?
C4 C8 1.437(3) . ?
C5 C6 1.410(3) . ?
C6 C7 1.418(3) . ?
C6 H6 0.9500 . ?
C7 C12 1.412(3) . ?
C7 C8 1.471(3) . ?
C8 C9 1.402(3) . ?
C9 C10 1.386(3) . ?
C9 H9 0.9500 . ?
C10 C11 1.411(3) . ?
C10 H10 0.9500 . ?
C11 C12 1.376(3) . ?
C11 H11 0.9500 . ?
C12 H12 0.9500 . ?
C13 C14 1.361(3) . ?
C13 H13 0.9500 . ?
C14 C15 1.429(3) . ?
C14 H14 0.9500 . ?
C15 C16 1.347(3) . ?
C15 H15 0.9500 . ?
C16 H16 0.9500 . ?
C17 C18 1.388(3) . ?
C17 C22 1.402(3) . ?
C18 C19 1.400(4) . ?
C18 H18 0.9500 . ?
C19 C20 1.372(5) . ?
C19 H19 0.9500 . ?
C20 C21 1.367(5) . ?
C20 H20 0.9500 . ?
C21 C22 1.385(3) . ?
C21 H21 0.9500 . ?
C22 H22 0.9500 . ?
C23 O24 1.408(3) . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
O24 C25 1.411(3) . ?
C25 C26 1.452(3) . ?
C25 H25A 0.9900 . ?
C25 H25B 0.9900 . ?
C26 O27B 1.275(8) . ?
C26 O27A 1.389(3) . ?
C26 H26A 0.9900 . ?
C26 H26B 0.9900 . ?
C26 H26C 0.9900 . ?
C26 H26D 0.9900 . ?
O27A C28 1.458(3) . ?
O27B C28 1.454(8) . ?
C28 C29 1.477(3) . ?
C28 H28A 0.9900 . ?
C28 H28B 0.9900 . ?
C28 H28C 0.9900 . ?
C28 H28D 0.9900 . ?
C29 O30 1.426(3) . ?
C29 H29A 0.9900 . ?
C29 H29B 0.9900 . ?
O30 C31 1.412(3) . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C31 H31C 0.9800 . ?
O32A C33A 1.429(4) . ?
O32A C36A 1.433(4) . ?
C33A C34A 1.497(4) . ?
C33A H33A 0.9900 . ?
C33A H33B 0.9900 . ?
C34A C35A 1.494(4) . ?
C34A H34A 0.9900 . ?
C34A H34B 0.9900 . ?
C35A C36A 1.493(4) . ?
C35A H35A 0.9900 . ?
C35A H35B 0.9900 . ?
C36A H36A 0.9900 . ?
C36A H36B 0.9900 . ?
O32B C33B 1.430(4) . ?
O32B C36B 1.432(4) . ?
C33B C34B 1.496(4) . ?
C33B H33C 0.9900 . ?
C33B H33D 0.9900 . ?
C34B C35B 1.496(4) . ?
C34B H34C 0.9900 . ?
C34B H34D 0.9900 . ?
C35B C36B 1.493(4) . ?
C35B H35C 0.9900 . ?
C35B H35D 0.9900 . ?
C36B H36C 0.9900 . ?
C36B H36D 0.9900 . ?

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
_geom_angle_publ_flag
O32B K1 O24 83.77(17) . . ?
O32A K1 O24 96.12(9) . . ?
O32B K1 O30 97.5(2) . . ?
O32A K1 O30 92.50(9) . . ?
O24 K1 O30 121.42(5) . . ?
O32A K1 O27A 95.34(8) . . ?
O24 K1 O27A 60.80(5) . . ?
O30 K1 O27A 60.74(5) . . ?
O32B K1 O27B 106.6(3) . . ?
O24 K1 O27B 61.02(15) . . ?
O30 K1 O27B 62.76(16) . . ?
O32B K1 C7 127.5(2) . . ?
O32A K1 C7 118.16(8) . . ?
O24 K1 C7 123.53(5) . . ?
O30 K1 C7 101.62(5) . . ?
O27A K1 C7 143.68(6) . . ?
O27B K1 C7 125.60(17) . . ?
O32B K1 C8 99.3(2) . . ?
O32A K1 C8 91.12(7) . . ?
O24 K1 C8 123.46(5) . . ?
O30 K1 C8 114.12(5) . . ?
O27A K1 C8 171.86(6) . . ?
O27B K1 C8 154.01(18) . . ?
C7 K1 C8 28.56(5) . . ?
O32B K1 C6 137.8(2) . . ?
O32A K1 C6 133.79(7) . . ?
O24 K1 C6 97.58(5) . . ?
O30 K1 C6 116.53(5) . . ?
O27A K1 C6 129.64(6) . . ?
O27B K1 C6 110.78(18) . . ?
C7 K1 C6 26.53(5) . . ?
C8 K1 C6 45.33(5) . . ?
O32B K1 C4 94.0(2) . . ?
O32A K1 C4 90.81(8) . . ?
O24 K1 C4 96.84(5) . . ?
O30 K1 C4 140.93(5) . . ?
O27A K1 C4 157.28(6) . . ?
O27B K1 C4 146.83(17) . . ?
C7 K1 C4 44.30(5) . . ?
C8 K1 C4 26.85(5) . . ?
C6 K1 C4 43.84(5) . . ?
O32B K1 C5 114.6(2) . . ?
O32A K1 C5 114.32(8) . . ?
O24 K1 C5 84.29(5) . . ?
O30 K1 C5 141.49(5) . . ?
O27A K1 C5 136.71(6) . . ?
O27B K1 C5 121.87(17) . . ?
C7 K1 C5 42.03(5) . . ?
C8 K1 C5 42.91(5) . . ?
C6 K1 C5 25.52(5) . . ?
C4 K1 C5 25.60(5) . . ?
C16 N1 C5 129.76(17) . . ?
C16 N1 C2 121.98(17) . . ?
C5 N1 C2 108.22(16) . . ?
C3 C2 C13 134.97(18) . . ?
C3 C2 N1 108.86(17) . . ?
C13 C2 N1 115.98(17) . . ?
C2 C3 C4 106.46(17) . . ?
C2 C3 C17 124.86(18) . . ?
C4 C3 C17 128.64(19) . . ?
C5 C4 C8 106.22(17) . . ?
C5 C4 C3 107.93(17) . . ?
C8 C4 C3 145.85(18) . . ?
C5 C4 K1 79.72(10) . . ?
C8 C4 K1 69.69(10) . . ?
C3 C4 K1 116.85(12) . . ?
N1 C5 C6 138.39(18) . . ?
N1 C5 C4 108.53(16) . . ?
C6 C5 C4 113.07(18) . . ?
N1 C5 K1 118.82(11) . . ?
C6 C5 K1 74.55(11) . . ?
C4 C5 K1 74.68(10) . . ?
C5 C6 C7 104.52(16) . . ?
C5 C6 K1 79.94(11) . . ?
C7 C6 K1 69.91(10) . . ?
C5 C6 H6 127.7 . . ?
C7 C6 H6 127.7 . . ?
K1 C6 H6 115.0 . . ?
C12 C7 C6 131.25(18) . . ?
C12 C7 C8 118.50(18) . . ?
C6 C7 C8 110.24(17) . . ?
C12 C7 K1 106.60(12) . . ?
C6 C7 K1 83.56(11) . . ?
C8 C7 K1 75.73(10) . . ?
C9 C8 C4 135.14(19) . . ?
C9 C8 C7 118.90(18) . . ?
C4 C8 C7 105.94(17) . . ?
C9 C8 K1 105.42(13) . . ?
C4 C8 K1 83.46(11) . . ?
C7 C8 K1 75.71(10) . . ?
C10 C9 C8 120.5(2) . . ?
C10 C9 H9 119.7 . . ?
C8 C9 H9 119.7 . . ?
C9 C10 C11 120.5(2) . . ?
C9 C10 H10 119.7 . . ?
C11 C10 H10 119.7 . . ?
C12 C11 C10 121.0(2) . . ?
C12 C11 H11 119.5 . . ?
C10 C11 H11 119.5 . . ?
C11 C12 C7 120.5(2) . . ?
C11 C12 H12 119.7 . . ?
C7 C12 H12 119.7 . . ?
C14 C13 C2 121.47(19) . . ?
C14 C13 H13 119.3 . . ?
C2 C13 H13 119.3 . . ?
C13 C14 C15 120.2(2) . . ?
C13 C14 H14 119.9 . . ?
C15 C14 H14 119.9 . . ?
C16 C15 C14 119.8(2) . . ?
C16 C15 H15 120.1 . . ?
C14 C15 H15 120.1 . . ?
C15 C16 N1 120.55(19) . . ?
C15 C16 H16 119.7 . . ?
N1 C16 H16 119.7 . . ?
C18 C17 C22 116.9(2) . . ?
C18 C17 C3 120.9(2) . . ?
C22 C17 C3 122.1(2) . . ?
C17 C18 C19 120.8(3) . . ?
C17 C18 H18 119.6 . . ?
C19 C18 H18 119.6 . . ?
C20 C19 C18 120.9(3) . . ?
C20 C19 H19 119.5 . . ?
C18 C19 H19 119.5 . . ?
C21 C20 C19 119.0(3) . . ?
C21 C20 H20 120.5 . . ?
C19 C20 H20 120.5 . . ?
C20 C21 C22 120.7(3) . . ?
C20 C21 H21 119.6 . . ?
C22 C21 H21 119.6 . . ?
C21 C22 C17 121.5(3) . . ?
C21 C22 H22 119.3 . . ?
C17 C22 H22 119.3 . . ?
O24 C23 H23A 109.5 . . ?
O24 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
O24 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C23 O24 C25 113.48(19) . . ?
C23 O24 K1 124.83(16) . . ?
C25 O24 K1 119.26(13) . . ?
O24 C25 C26 111.7(2) . . ?
O24 C25 H25A 109.3 . . ?
C26 C25 H25A 109.3 . . ?
O24 C25 H25B 109.3 . . ?
C26 C25 H25B 109.3 . . ?
H25A C25 H25B 107.9 . . ?
O27B C26 C25 132.1(4) . . ?
O27A C26 C25 113.6(2) . . ?
O27A C26 H26A 108.9 . . ?
C25 C26 H26A 108.9 . . ?
O27A C26 H26B 108.9 . . ?
C25 C26 H26B 108.9 . . ?
H26A C26 H26B 107.7 . . ?
O27B C26 H26C 104.2 . . ?
C25 C26 H26C 104.2 . . ?
O27B C26 H26D 104.2 . . ?
C25 C26 H26D 104.2 . . ?
H26C C26 H26D 105.5 . . ?
C26 O27A C28 111.56(19) . . ?
C26 O27A K1 113.25(14) . . ?
C28 O27A K1 113.95(13) . . ?
C26 O27B C28 119.1(6) . . ?
C26 O27B K1 109.1(4) . . ?
C28 O27B K1 106.3(4) . . ?
O27B C28 C29 128.6(3) . . ?
O27A C28 C29 104.7(2) . . ?
O27A C28 H28A 110.8 . . ?
C29 C28 H28A 110.8 . . ?
O27A C28 H28B 110.8 . . ?
C29 C28 H28B 110.8 . . ?
H28A C28 H28B 108.9 . . ?
O27B C28 H28C 105.1 . . ?
C29 C28 H28C 105.1 . . ?
O27B C28 H28D 105.1 . . ?
C29 C28 H28D 105.1 . . ?
H28C C28 H28D 105.9 . . ?
O30 C29 C28 108.44(19) . . ?
O30 C29 H29A 110.0 . . ?
C28 C29 H29A 110.0 . . ?
O30 C29 H29B 110.0 . . ?
C28 C29 H29B 110.0 . . ?
H29A C29 H29B 108.4 . . ?
C31 O30 C29 112.8(2) . . ?
C31 O30 K1 113.70(17) . . ?
C29 O30 K1 115.08(13) . . ?
O30 C31 H31A 109.5 . . ?
O30 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
O30 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C33A O32A C36A 109.0(3) . . ?
C33A O32A K1 114.8(3) . . ?
C36A O32A K1 114.9(2) . . ?
O32A C33A C34A 108.5(3) . . ?
C34A C33A K1 132.7(4) . . ?
O32A C33A H33A 110.0 . . ?
C34A C33A H33A 110.0 . . ?
K1 C33A H33A 67.4 . . ?
O32A C33A H33B 110.0 . . ?
C34A C33A H33B 110.0 . . ?
K1 C33A H33B 115.5 . . ?
H33A C33A H33B 108.4 . . ?
C35A C34A C33A 102.8(4) . . ?
C35A C34A H34A 111.2 . . ?
C33A C34A H34A 111.2 . . ?
C35A C34A H34B 111.2 . . ?
C33A C34A H34B 111.2 . . ?
H34A C34A H34B 109.1 . . ?
C36A C35A C34A 105.1(4) . . ?
C36A C35A H35A 110.7 . . ?
C34A C35A H35A 110.7 . . ?
C36A C35A H35B 110.7 . . ?
C34A C35A H35B 110.7 . . ?
H35A C35A H35B 108.8 . . ?
O32A C36A C35A 105.9(3) . . ?
C35A C36A K1 118.4(3) . . ?
O32A C36A H36A 110.6 . . ?
C35A C36A H36A 110.6 . . ?
K1 C36A H36A 128.9 . . ?
O32A C36A H36B 110.6 . . ?
C35A C36A H36B 110.6 . . ?
K1 C36A H36B 67.2 . . ?
H36A C36A H36B 108.7 . . ?
C33B O32B C36B 109.1(8) . . ?
C33B O32B K1 126.6(6) . . ?
C36B O32B K1 114.3(6) . . ?
O32B C33B C34B 104.2(9) . . ?
O32B C33B H33C 110.9 . . ?
C34B C33B H33C 110.9 . . ?
O32B C33B H33D 110.9 . . ?
C34B C33B H33D 110.9 . . ?
H33C C33B H33D 108.9 . . ?
C33B C34B C35B 103.8(9) . . ?
C33B C34B H34C 111.0 . . ?
C35B C34B H34C 111.0 . . ?
C33B C34B H34D 111.0 . . ?
C35B C34B H34D 111.0 . . ?
H34C C34B H34D 109.0 . . ?
C36B C35B C34B 99.2(8) . . ?
C36B C35B H35C 111.9 . . ?
C34B C35B H35C 111.9 . . ?
C36B C35B H35D 111.9 . . ?
C34B C35B H35D 111.9 . . ?
H35C C35B H35D 109.6 . . ?
O32B C36B C35B 106.1(8) . . ?
O32B C36B H36C 110.5 . . ?
C35B C36B H36C 110.5 . . ?
O32B C36B H36D 110.5 . . ?
C35B C36B H36D 110.5 . . ?
H36C C36B H36D 108.7 . . ?

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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C16 N1 C2 C3 -178.12(17) . . . . ?
C5 N1 C2 C3 -0.5(2) . . . . ?
C16 N1 C2 C13 -2.4(2) . . . . ?
C5 N1 C2 C13 175.22(16) . . . . ?
C13 C2 C3 C4 -173.6(2) . . . . ?
N1 C2 C3 C4 0.9(2) . . . . ?
C13 C2 C3 C17 4.1(4) . . . . ?
N1 C2 C3 C17 178.59(18) . . . . ?
C2 C3 C4 C5 -1.0(2) . . . . ?
C17 C3 C4 C5 -178.58(19) . . . . ?
C2 C3 C4 C8 178.6(3) . . . . ?
C17 C3 C4 C8 1.0(4) . . . . ?
C2 C3 C4 K1 -88.34(16) . . . . ?
C17 C3 C4 K1 94.1(2) . . . . ?
C16 N1 C5 C6 -1.2(4) . . . . ?
C2 N1 C5 C6 -178.6(2) . . . . ?
C16 N1 C5 C4 177.23(18) . . . . ?
C2 N1 C5 C4 -0.18(19) . . . . ?
C16 N1 C5 K1 -100.4(2) . . . . ?
C2 N1 C5 K1 82.14(15) . . . . ?
C8 C4 C5 N1 -179.05(14) . . . . ?
C3 C4 C5 N1 0.7(2) . . . . ?
K1 C4 C5 N1 115.81(13) . . . . ?
C8 C4 C5 C6 -0.2(2) . . . . ?
C3 C4 C5 C6 179.57(16) . . . . ?
K1 C4 C5 C6 -65.36(14) . . . . ?
C8 C4 C5 K1 65.15(12) . . . . ?
C3 C4 C5 K1 -115.07(14) . . . . ?
N1 C5 C6 C7 177.8(2) . . . . ?
C4 C5 C6 C7 -0.6(2) . . . . ?
K1 C5 C6 C7 -66.03(12) . . . . ?
N1 C5 C6 K1 -116.2(2) . . . . ?
C4 C5 C6 K1 65.44(14) . . . . ?
C5 C6 C7 C12 179.79(19) . . . . ?
K1 C6 C7 C12 106.5(2) . . . . ?
C5 C6 C7 C8 1.1(2) . . . . ?
K1 C6 C7 C8 -72.18(13) . . . . ?
C5 C6 C7 K1 73.33(12) . . . . ?
C5 C4 C8 C9 -177.5(2) . . . . ?
C3 C4 C8 C9 2.9(5) . . . . ?
K1 C4 C8 C9 -105.3(2) . . . . ?
C5 C4 C8 C7 0.89(19) . . . . ?
C3 C4 C8 C7 -178.7(3) . . . . ?
K1 C4 C8 C7 73.07(12) . . . . ?
C5 C4 C8 K1 -72.18(13) . . . . ?
C3 C4 C8 K1 108.2(3) . . . . ?
C12 C7 C8 C9 -1.4(3) . . . . ?
C6 C7 C8 C9 177.41(17) . . . . ?
K1 C7 C8 C9 99.95(17) . . . . ?
C12 C7 C8 C4 179.86(17) . . . . ?
C6 C7 C8 C4 -1.3(2) . . . . ?
K1 C7 C8 C4 -78.76(12) . . . . ?
C12 C7 C8 K1 -101.38(16) . . . . ?
C6 C7 C8 K1 77.46(13) . . . . ?
C4 C8 C9 C10 -180.0(2) . . . . ?
C7 C8 C9 C10 1.8(3) . . . . ?
K1 C8 C9 C10 83.7(2) . . . . ?
C8 C9 C10 C11 -1.0(3) . . . . ?
C9 C10 C11 C12 -0.1(4) . . . . ?
C10 C11 C12 C7 0.4(3) . . . . ?
C6 C7 C12 C11 -178.2(2) . . . . ?
C8 C7 C12 C11 0.4(3) . . . . ?
K1 C7 C12 C11 -82.1(2) . . . . ?
C3 C2 C13 C14 175.0(2) . . . . ?
N1 C2 C13 C14 0.8(3) . . . . ?
C2 C13 C14 C15 1.1(3) . . . . ?
C13 C14 C15 C16 -1.6(3) . . . . ?
C14 C15 C16 N1 0.0(3) . . . . ?
C5 N1 C16 C15 -175.04(19) . . . . ?
C2 N1 C16 C15 2.1(3) . . . . ?
C2 C3 C17 C18 -144.3(2) . . . . ?
C4 C3 C17 C18 32.9(3) . . . . ?
C2 C3 C17 C22 38.4(3) . . . . ?
C4 C3 C17 C22 -144.5(2) . . . . ?
C22 C17 C18 C19 -1.1(4) . . . . ?
C3 C17 C18 C19 -178.6(3) . . . . ?
C17 C18 C19 C20 -1.2(5) . . . . ?
C18 C19 C20 C21 2.1(6) . . . . ?
C19 C20 C21 C22 -0.5(5) . . . . ?
C20 C21 C22 C17 -1.9(4) . . . . ?
C18 C17 C22 C21 2.7(4) . . . . ?
C3 C17 C22 C21 -179.9(2) . . . . ?
C23 O24 C25 C26 171.3(3) . . . . ?
K1 O24 C25 C26 -25.5(3) . . . . ?
O24 C25 C26 O27B 5.9(7) . . . . ?
O24 C25 C26 O27A 50.8(3) . . . . ?
C25 C26 O27A C28 179.3(2) . . . . ?
C25 C26 O27A K1 -50.6(3) . . . . ?
C25 C26 O27B C28 136.4(5) . . . . ?
C25 C26 O27B K1 14.3(8) . . . . ?
C26 O27B C28 C29 -121.2(5) . . . . ?
K1 O27B C28 C29 2.4(6) . . . . ?
C26 O27A C28 C29 -175.8(2) . . . . ?
K1 O27A C28 C29 54.5(2) . . . . ?
O27B C28 C29 O30 -34.1(5) . . . . ?
O27A C28 C29 O30 -67.7(2) . . . . ?
C28 C29 O30 C31 -178.3(2) . . . . ?
C28 C29 O30 K1 49.1(2) . . . . ?
C36A O32A C33A C34A 2.8(7) . . . . ?
K1 O32A C33A C34A 133.3(5) . . . . ?
C36A O32A C33A K1 -130.5(4) . . . . ?
O32A C33A C34A C35A -19.8(7) . . . . ?
K1 C33A C34A C35A 23.4(8) . . . . ?
C33A C34A C35A C36A 28.7(7) . . . . ?
C33A O32A C36A C35A 15.6(6) . . . . ?
K1 O32A C36A C35A -114.8(4) . . . . ?
C33A O32A C36A K1 130.5(5) . . . . ?
C34A C35A C36A O32A -28.0(6) . . . . ?
C34A C35A C36A K1 -73.3(5) . . . . ?
C36B O32B C33B C34B -8.6(12) . . . . ?
K1 O32B C33B C34B 134.3(7) . . . . ?
O32B C33B C34B C35B 31.8(12) . . . . ?
C33B C34B C35B C36B -41.2(11) . . . . ?
C33B O32B C36B C35B -18.0(12) . . . . ?
K1 O32B C36B C35B -165.9(7) . . . . ?
C34B C35B C36B O32B 36.3(11) . . . . ?

_refine_diff_density_max         0.677
_refine_diff_density_min         -0.585
_refine_diff_density_rms         0.058

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_mol2
_database_code_depnum_ccdc_archive 'CCDC 1920203'
loop_
_audit_author_name
_audit_author_address
'Mikhail Minyaev'
;Topchiev Institute of Petrochemical Synthesis, Russian Academy of Sciences
Russia
;
_audit_update_record             
;
2019-08-03 deposited with the CCDC.	2019-09-09 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C22 H26 K N O3'
_chemical_formula_sum            'C22 H26 K N O3'
_chemical_formula_weight         391.54

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'
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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   10.9961(6)
_cell_length_b                   17.9129(10)
_cell_length_c                   10.9897(6)
_cell_angle_alpha                90
_cell_angle_beta                 111.9626(12)
_cell_angle_gamma                90
_cell_volume                     2007.57(19)
_cell_formula_units_Z            4
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    6992
_cell_measurement_theta_min      2.253
_cell_measurement_theta_max      33.32

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.295
_exptl_crystal_F_000             832
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.27
_exptl_crystal_size_min          0.19
_exptl_absorpt_coefficient_mu    0.286
_shelx_estimated_absorpt_T_min   0.904
_shelx_estimated_absorpt_T_max   0.948
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.8943
_exptl_absorpt_correction_T_max  0.9524
_exptl_absorpt_process_details   'SADABS 2016/2 (Krause et al., 2015)'
_exptl_special_details           'Moisture and air sensitive'
_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX II CCD area detector'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            24760
_diffrn_reflns_av_unetI/netI     0.0271
_diffrn_reflns_av_R_equivalents  0.0351
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         1.997
_diffrn_reflns_theta_max         29.000
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             5328
_reflns_number_gt                4315
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'APEX-II (Bruker, 2008)'
_computing_cell_refinement       'SAINT (Bruker, 2008)'
_computing_data_reduction        'SAINT (Bruker, 2008)'
_computing_structure_solution    'SHELXS (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2017 (Sheldrick, 2015a)'
_computing_molecular_graphics    
'SHELXTL (Sheldrick, 2015b) and Mercury (Macrae et al.,2006)'
_computing_publication_material  'SHELXTL (Sheldrick, 2015b)'

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0444P)²+0.5906P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5328
_refine_ls_number_parameters     247
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0468
_refine_ls_R_factor_gt           0.0352
_refine_ls_wR_factor_ref         0.0938
_refine_ls_wR_factor_gt          0.0874
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_restrained_S_all      1.026
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
K1 K 0.51933(3) 0.32539(2) 0.90543(3) 0.02425(8) Uani 1 1 d . . . . .
N1 N 0.24983(10) 0.25227(6) 0.60099(10) 0.0189(2) Uani 1 1 d . . . . .
C2 C 0.38140(11) 0.25669(6) 0.61840(11) 0.0175(2) Uani 1 1 d . . . . .
C3 C 0.40229(12) 0.32018(6) 0.55192(12) 0.0172(2) Uani 1 1 d . . . . .
C4 C 0.27806(12) 0.35722(6) 0.49291(11) 0.0171(2) Uani 1 1 d . . . . .
C5 C 0.18493(12) 0.31232(7) 0.52285(11) 0.0178(2) Uani 1 1 d . . . . .
C6 C 0.49818(12) 0.21811(7) 0.68741(12) 0.0206(2) Uani 1 1 d . . . . .
H6 H 0.508468 0.174247 0.738905 0.025 Uiso 1 1 calc R U . . .
C7 C 0.59844(12) 0.25944(7) 0.66307(12) 0.0211(2) Uani 1 1 d . . . . .
C8 C 0.53969(12) 0.32295(7) 0.57716(12) 0.0189(2) Uani 1 1 d . . . . .
C9 C 0.61921(13) 0.36950(7) 0.53554(13) 0.0239(3) Uani 1 1 d . . . . .
H9 H 0.581509 0.410519 0.479266 0.029 Uiso 1 1 calc R U . . .
C10 C 0.75289(14) 0.35579(9) 0.57635(15) 0.0306(3) Uani 1 1 d . . . . .
H10 H 0.806093 0.387068 0.546901 0.037 Uiso 1 1 calc R U . . .
C11 C 0.80986(14) 0.29574(9) 0.66118(16) 0.0338(3) Uani 1 1 d . . . . .
H11 H 0.901681 0.287618 0.689460 0.041 Uiso 1 1 calc R U . . .
C12 C 0.73488(13) 0.24818(8) 0.70440(14) 0.0283(3) Uani 1 1 d . . . . .
H12 H 0.775404 0.208059 0.761773 0.034 Uiso 1 1 calc R U . . .
C13 C 0.23391(13) 0.42340(7) 0.42245(12) 0.0204(2) Uani 1 1 d . . . . .
H13A H 0.293780 0.455120 0.403458 0.025 Uiso 1 1 calc R U . . .
C14 C 0.10145(13) 0.44256(7) 0.38025(12) 0.0252(3) Uani 1 1 d . . . . .
H14 H 0.071708 0.487571 0.332673 0.030 Uiso 1 1 calc R U . . .
C15 C 0.01211(13) 0.39649(8) 0.40699(13) 0.0262(3) Uani 1 1 d . . . . .
H15 H -0.077809 0.410250 0.376093 0.031 Uiso 1 1 calc R U . . .
C16 C 0.05273(12) 0.33051(7) 0.47841(13) 0.0224(3) Uani 1 1 d . . . . .
H16 H -0.008259 0.299030 0.496037 0.027 Uiso 1 1 calc R U . . .
C17 C 0.19297(13) 0.19613(7) 0.65816(13) 0.0241(3) Uani 1 1 d . . . . .
H17A H 0.255700 0.183019 0.745721 0.036 Uiso 1 1 calc R U . . .
H17B H 0.172033 0.151567 0.602387 0.036 Uiso 1 1 calc R U . . .
H17C H 0.112631 0.215757 0.665128 0.036 Uiso 1 1 calc R U . . .
C18 C 0.16604(15) 0.36747(9) 0.83632(15) 0.0327(3) Uani 1 1 d . . . . .
H18A H 0.183527 0.319625 0.882944 0.049 Uiso 1 1 calc R U . . .
H18B H 0.116685 0.358775 0.742666 0.049 Uiso 1 1 calc R U . . .
H18C H 0.114666 0.399416 0.871579 0.049 Uiso 1 1 calc R U . . .
O19 O 0.28658(9) 0.40309(5) 0.85338(9) 0.0237(2) Uani 1 1 d . . . . .
C20 C 0.26437(12) 0.46731(7) 0.77066(12) 0.0211(2) Uani 1 1 d . . . . .
H20A H 0.191880 0.497412 0.777922 0.025 Uiso 1 1 calc R U . . .
H20B H 0.239011 0.451479 0.678134 0.025 Uiso 1 1 calc R U . . .
C21 C 0.38711(12) 0.51346(7) 0.81105(13) 0.0224(3) Uani 1 1 d . . . . .
H21A H 0.373627 0.556351 0.750575 0.027 Uiso 1 1 calc R U . . .
H21B H 0.407677 0.533213 0.900687 0.027 Uiso 1 1 calc R U . . .
O22 O 0.49349(8) 0.46915(5) 0.80832(9) 0.02206(19) Uani 1 1 d . . . . .
C23 C 0.60810(12) 0.51306(7) 0.83271(13) 0.0220(2) Uani 1 1 d . . . . .
H23A H 0.624201 0.544737 0.911025 0.026 Uiso 1 1 calc R U . . .
H23B H 0.595632 0.546142 0.756809 0.026 Uiso 1 1 calc R U . . .
C24 C 0.72350(13) 0.46274(8) 0.85480(13) 0.0245(3) Uani 1 1 d . . . . .
H24A H 0.705451 0.428972 0.778732 0.029 Uiso 1 1 calc R U . . .
H24B H 0.801961 0.492915 0.864268 0.029 Uiso 1 1 calc R U . . .
O25 O 0.74696(9) 0.41999(5) 0.97109(9) 0.0261(2) Uani 1 1 d . . . . .
C26 C 0.87074(14) 0.38333(9) 1.01314(15) 0.0329(3) Uani 1 1 d . . . . .
H26A H 0.884674 0.355708 1.094226 0.049 Uiso 1 1 calc R U . . .
H26B H 0.940429 0.420502 1.029213 0.049 Uiso 1 1 calc R U . . .
H26C H 0.872329 0.348557 0.944905 0.049 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
K1 O19 2.7784(10) . ?
K1 O22 2.7611(9) . ?
K1 O25 2.8821(10) . ?
K1 C2 3.1916(12) . ?
K1 C6 3.0119(13) . ?
K1 C7 3.3135(13) . ?
K1 C6 3.2868(13) 4_566 ?
K1 C7 3.0398(12) 4_566 ?
K1 C8 3.2182(12) 4_566 ?
K1 C12 3.5107(14) 4_566 ?
N1 C2 1.3889(15) . ?
N1 C5 1.3948(15) . ?
N1 C17 1.4460(15) . ?
C2 C6 1.4047(17) . ?
C2 C3 1.4163(16) . ?
C3 C8 1.4313(17) . ?
C3 C4 1.4367(17) . ?
C4 C13 1.3999(16) . ?
C4 C5 1.4338(17) . ?
C5 C16 1.3880(17) . ?
C6 C7 1.4338(18) . ?
C6 H6 0.9500 . ?
C7 C12 1.4100(18) . ?
C7 C8 1.4651(17) . ?
C8 C9 1.4030(17) . ?
C9 C10 1.3889(19) . ?
C9 H9 0.9500 . ?
C10 C11 1.408(2) . ?
C10 H10 0.9500 . ?
C11 C12 1.387(2) . ?
C11 H11 0.9500 . ?
C12 H12 0.9500 . ?
C13 C14 1.3961(18) . ?
C13 H13A 0.9500 . ?
C14 C15 1.3958(19) . ?
C14 H14 0.9500 . ?
C15 C16 1.3965(18) . ?
C15 H15 0.9500 . ?
C16 H16 0.9500 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 O19 1.4188(16) . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
O19 C20 1.4294(14) . ?
C20 C21 1.5012(18) . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C21 O22 1.4233(15) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
O22 C23 1.4235(15) . ?
C23 C24 1.5004(18) . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C24 O25 1.4282(16) . ?
C24 H24A 0.9900 . ?
C24 H24B 0.9900 . ?
O25 C26 1.4237(16) . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?

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
_geom_angle_publ_flag
O22 K1 O19 59.97(3) . . ?
O22 K1 O25 60.17(3) . . ?
O19 K1 O25 113.82(3) . . ?
O22 K1 C6 108.75(3) . . ?
O19 K1 C6 111.39(3) . . ?
O25 K1 C6 112.07(3) . . ?
O22 K1 C7 141.12(3) . 4_566 ?
O19 K1 C7 111.28(3) . 4_566 ?
O25 K1 C7 98.14(3) . 4_566 ?
C6 K1 C7 109.39(4) . 4_566 ?
O22 K1 C2 92.03(3) . . ?
O19 K1 C2 85.93(3) . . ?
O25 K1 C2 121.42(3) . . ?
C6 K1 C2 25.97(3) . . ?
C7 K1 C2 126.33(3) 4_566 . ?
O22 K1 C8 166.23(3) . 4_566 ?
O19 K1 C8 113.02(3) . 4_566 ?
O25 K1 C8 118.37(3) . 4_566 ?
C6 K1 C8 84.69(3) . 4_566 ?
C7 K1 C8 26.89(3) 4_566 4_566 ?
C2 K1 C8 99.46(3) . 4_566 ?
O22 K1 C6 123.52(3) . 4_566 ?
O19 K1 C6 85.89(3) . 4_566 ?
O25 K1 C6 105.33(3) . 4_566 ?
C6 K1 C6 125.952(15) . 4_566 ?
C7 K1 C6 25.82(3) 4_566 4_566 ?
C2 K1 C6 131.71(3) . 4_566 ?
C8 K1 C6 42.72(3) 4_566 4_566 ?
O22 K1 C7 92.40(3) . . ?
O19 K1 C7 120.78(3) . . ?
O25 K1 C7 86.93(3) . . ?
C6 K1 C7 25.64(3) . . ?
C7 K1 C7 120.05(2) 4_566 . ?
C2 K1 C7 40.42(3) . . ?
C8 K1 C7 101.27(3) 4_566 . ?
C6 K1 C7 143.68(3) 4_566 . ?
O22 K1 C12 130.37(3) . 4_566 ?
O19 K1 C12 128.92(3) . 4_566 ?
O25 K1 C12 76.54(3) . 4_566 ?
C6 K1 C12 109.22(4) . 4_566 ?
C7 K1 C12 23.48(3) 4_566 4_566 ?
C2 K1 C12 133.25(3) . 4_566 ?
C8 K1 C12 42.83(3) 4_566 4_566 ?
C6 K1 C12 44.74(3) 4_566 4_566 ?
C7 K1 C12 109.28(3) . 4_566 ?
C2 N1 C5 107.92(10) . . ?
C2 N1 C17 125.25(10) . . ?
C5 N1 C17 126.80(10) . . ?
N1 C2 C6 137.83(11) . . ?
N1 C2 C3 109.65(10) . . ?
C6 C2 C3 112.44(11) . . ?
N1 C2 K1 104.10(7) . . ?
C6 C2 K1 69.85(7) . . ?
C3 C2 K1 95.24(7) . . ?
C2 C3 C8 106.91(10) . . ?
C2 C3 C4 107.06(10) . . ?
C8 C3 C4 145.90(11) . . ?
C13 C4 C5 118.18(11) . . ?
C13 C4 C3 135.66(11) . . ?
C5 C4 C3 106.12(10) . . ?
C16 C5 N1 128.69(11) . . ?
C16 C5 C4 122.10(11) . . ?
N1 C5 C4 109.20(10) . . ?
C2 C6 C7 104.87(11) . . ?
C2 C6 K1 84.18(7) . . ?
C7 C6 K1 89.02(7) . . ?
C2 C6 K1 88.88(7) . 4_565 ?
C7 C6 K1 67.42(7) . 4_565 ?
K1 C6 K1 152.83(4) . 4_565 ?
C2 C6 H6 127.6 . . ?
C7 C6 H6 127.6 . . ?
K1 C6 H6 95.6 . . ?
K1 C6 H6 109.3 4_565 . ?
C12 C7 C6 131.74(12) . . ?
C12 C7 C8 118.57(12) . . ?
C6 C7 C8 109.68(10) . . ?
C12 C7 K1 97.34(8) . 4_565 ?
C6 C7 K1 86.76(7) . 4_565 ?
C8 C7 K1 83.36(7) . 4_565 ?
C12 C7 K1 111.08(8) . . ?
C6 C7 K1 65.34(7) . . ?
C8 C7 K1 93.22(7) . . ?
K1 C7 K1 149.01(4) 4_565 . ?
C9 C8 C3 134.33(12) . . ?
C9 C8 C7 119.55(11) . . ?
C3 C8 C7 106.09(10) . . ?
C9 C8 K1 102.40(8) . 4_565 ?
C3 C8 K1 91.20(7) . 4_565 ?
C7 C8 K1 69.76(6) . 4_565 ?
C10 C9 C8 120.21(13) . . ?
C10 C9 H9 119.9 . . ?
C8 C9 H9 119.9 . . ?
C9 C10 C11 120.27(13) . . ?
C9 C10 H10 119.9 . . ?
C11 C10 H10 119.9 . . ?
C12 C11 C10 121.45(13) . . ?
C12 C11 H11 119.3 . . ?
C10 C11 H11 119.3 . . ?
C11 C12 C7 119.93(13) . . ?
C11 C12 K1 100.95(9) . 4_565 ?
C7 C12 K1 59.18(7) . 4_565 ?
C11 C12 H12 120.0 . . ?
C7 C12 H12 120.0 . . ?
K1 C12 H12 108.8 4_565 . ?
C14 C13 C4 119.65(11) . . ?
C14 C13 H13A 120.2 . . ?
C4 C13 H13A 120.2 . . ?
C15 C14 C13 120.91(12) . . ?
C15 C14 H14 119.5 . . ?
C13 C14 H14 119.5 . . ?
C14 C15 C16 121.08(12) . . ?
C14 C15 H15 119.5 . . ?
C16 C15 H15 119.5 . . ?
C5 C16 C15 117.98(12) . . ?
C5 C16 H16 121.0 . . ?
C15 C16 H16 121.0 . . ?
N1 C17 H17A 109.5 . . ?
N1 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
N1 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
O19 C18 H18A 109.5 . . ?
O19 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
O19 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C18 O19 C20 110.42(10) . . ?
C18 O19 K1 123.02(8) . . ?
C20 O19 K1 117.33(7) . . ?
O19 C20 C21 109.53(10) . . ?
O19 C20 H20A 109.8 . . ?
C21 C20 H20A 109.8 . . ?
O19 C20 H20B 109.8 . . ?
C21 C20 H20B 109.8 . . ?
H20A C20 H20B 108.2 . . ?
O22 C21 C20 109.98(10) . . ?
O22 C21 H21A 109.7 . . ?
C20 C21 H21A 109.7 . . ?
O22 C21 H21B 109.7 . . ?
C20 C21 H21B 109.7 . . ?
H21A C21 H21B 108.2 . . ?
C21 O22 C23 111.39(9) . . ?
C21 O22 K1 118.59(7) . . ?
C23 O22 K1 119.13(7) . . ?
O22 C23 C24 109.52(10) . . ?
O22 C23 H23A 109.8 . . ?
C24 C23 H23A 109.8 . . ?
O22 C23 H23B 109.8 . . ?
C24 C23 H23B 109.8 . . ?
H23A C23 H23B 108.2 . . ?
O25 C24 C23 109.01(10) . . ?
O25 C24 H24A 109.9 . . ?
C23 C24 H24A 109.9 . . ?
O25 C24 H24B 109.9 . . ?
C23 C24 H24B 109.9 . . ?
H24A C24 H24B 108.3 . . ?
C26 O25 C24 111.62(10) . . ?
C26 O25 K1 116.45(8) . . ?
C24 O25 K1 104.00(7) . . ?
O25 C26 H26A 109.5 . . ?
O25 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
O25 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?

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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C5 N1 C2 C6 176.72(14) . . . . ?
C17 N1 C2 C6 -1.5(2) . . . . ?
C5 N1 C2 C3 0.36(13) . . . . ?
C17 N1 C2 C3 -177.88(11) . . . . ?
C5 N1 C2 K1 101.29(9) . . . . ?
C17 N1 C2 K1 -76.94(12) . . . . ?
N1 C2 C3 C8 178.12(10) . . . . ?
C6 C2 C3 C8 0.76(14) . . . . ?
K1 C2 C3 C8 71.11(9) . . . . ?
N1 C2 C3 C4 1.07(13) . . . . ?
C6 C2 C3 C4 -176.28(10) . . . . ?
K1 C2 C3 C4 -105.94(8) . . . . ?
C2 C3 C4 C13 175.48(13) . . . . ?
C8 C3 C4 C13 0.5(3) . . . . ?
C2 C3 C4 C5 -2.02(13) . . . . ?
C8 C3 C4 C5 -176.98(17) . . . . ?
C2 N1 C5 C16 179.21(12) . . . . ?
C17 N1 C5 C16 -2.6(2) . . . . ?
C2 N1 C5 C4 -1.67(13) . . . . ?
C17 N1 C5 C4 176.53(11) . . . . ?
C13 C4 C5 C16 3.46(17) . . . . ?
C3 C4 C5 C16 -178.52(11) . . . . ?
C13 C4 C5 N1 -175.73(10) . . . . ?
C3 C4 C5 N1 2.29(13) . . . . ?
N1 C2 C6 C7 -176.37(14) . . . . ?
C3 C2 C6 C7 -0.08(14) . . . . ?
K1 C2 C6 C7 -87.43(8) . . . . ?
N1 C2 C6 K1 -88.94(15) . . . . ?
C3 C2 C6 K1 87.35(9) . . . . ?
N1 C2 C6 K1 117.37(15) . . . 4_565 ?
C3 C2 C6 K1 -66.34(9) . . . 4_565 ?
K1 C2 C6 K1 -153.69(4) . . . 4_565 ?
C2 C6 C7 C12 -179.35(13) . . . . ?
K1 C6 C7 C12 96.94(14) . . . . ?
K1 C6 C7 C12 -96.95(14) 4_565 . . . ?
C2 C6 C7 C8 -0.63(13) . . . . ?
K1 C6 C7 C8 -84.34(9) . . . . ?
K1 C6 C7 C8 81.76(8) 4_565 . . . ?
C2 C6 C7 K1 -82.39(8) . . . 4_565 ?
K1 C6 C7 K1 -166.10(3) . . . 4_565 ?
C2 C6 C7 K1 83.71(8) . . . . ?
K1 C6 C7 K1 166.10(3) 4_565 . . . ?
C2 C3 C8 C9 176.87(13) . . . . ?
C4 C3 C8 C9 -8.2(3) . . . . ?
C2 C3 C8 C7 -1.09(13) . . . . ?
C4 C3 C8 C7 173.86(17) . . . . ?
C2 C3 C8 K1 68.16(9) . . . 4_565 ?
C4 C3 C8 K1 -116.88(18) . . . 4_565 ?
C12 C7 C8 C9 1.67(17) . . . . ?
C6 C7 C8 C9 -177.23(11) . . . . ?
K1 C7 C8 C9 -93.09(10) 4_565 . . . ?
K1 C7 C8 C9 117.83(10) . . . . ?
C12 C7 C8 C3 180.00(11) . . . . ?
C6 C7 C8 C3 1.09(13) . . . . ?
K1 C7 C8 C3 85.23(8) 4_565 . . . ?
K1 C7 C8 C3 -63.85(8) . . . . ?
C12 C7 C8 K1 94.77(11) . . . 4_565 ?
C6 C7 C8 K1 -84.14(9) . . . 4_565 ?
K1 C7 C8 K1 -149.08(4) . . . 4_565 ?
C3 C8 C9 C10 -178.25(13) . . . . ?
C7 C8 C9 C10 -0.50(18) . . . . ?
K1 C8 C9 C10 -74.08(12) 4_565 . . . ?
C8 C9 C10 C11 -0.9(2) . . . . ?
C9 C10 C11 C12 1.1(2) . . . . ?
C10 C11 C12 C7 0.1(2) . . . . ?
C10 C11 C12 K1 60.73(15) . . . 4_565 ?
C6 C7 C12 C11 177.14(13) . . . . ?
C8 C7 C12 C11 -1.48(19) . . . . ?
K1 C7 C12 C11 84.93(13) 4_565 . . . ?
K1 C7 C12 C11 -107.64(13) . . . . ?
C6 C7 C12 K1 92.21(14) . . . 4_565 ?
C8 C7 C12 K1 -86.41(10) . . . 4_565 ?
K1 C7 C12 K1 167.43(8) . . . 4_565 ?
C5 C4 C13 C14 -1.95(17) . . . . ?
C3 C4 C13 C14 -179.23(13) . . . . ?
C4 C13 C14 C15 -0.19(19) . . . . ?
C13 C14 C15 C16 1.0(2) . . . . ?
N1 C5 C16 C15 176.34(12) . . . . ?
C4 C5 C16 C15 -2.68(18) . . . . ?
C14 C15 C16 C5 0.4(2) . . . . ?
C18 O19 C20 C21 167.45(11) . . . . ?
K1 O19 C20 C21 -44.66(12) . . . . ?
O19 C20 C21 O22 55.95(13) . . . . ?
C20 C21 O22 C23 173.87(10) . . . . ?
C20 C21 O22 K1 -42.16(12) . . . . ?
C21 O22 C23 C24 169.12(10) . . . . ?
K1 O22 C23 C24 25.36(12) . . . . ?
O22 C23 C24 O25 -64.35(13) . . . . ?
C23 C24 O25 C26 -167.36(11) . . . . ?
C23 C24 O25 K1 66.29(10) . . . . ?

_refine_diff_density_max         0.371
_refine_diff_density_min         -0.248
_refine_diff_density_rms         0.046

