#------------------------------------------------------------------------------
#$Date: 2019-11-03 13:33:15 +0200 (Sun, 03 Nov 2019) $
#$Revision: 221533 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/12/84/4128417.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_4128417
loop_
_publ_author_name
'von Grotthuss, Esther'
'Prey, Sven E.'
'Bolte, Michael'
'Lerner, Hans-Wolfram'
'Wagner, Matthias'
_publ_section_title
;
 Dual Role of Doubly Reduced Arylboranes as Dihydrogen- and
 Hydride-Transfer Catalysts.
;
_journal_issue                   14
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              6082
_journal_page_last               6091
_journal_paper_doi               10.1021/jacs.9b01998
_journal_volume                  141
_journal_year                    2019
_chemical_formula_moiety         'C28 H42 B2 K2 O4'
_chemical_formula_sum            'C28 H42 B2 K2 O4'
_chemical_formula_weight         542.43
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2016/6
_cell_angle_alpha                90
_cell_angle_beta                 102.926(4)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   14.6657(7)
_cell_length_b                   10.0154(4)
_cell_length_c                   21.2355(10)
_cell_measurement_reflns_used    41456
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      25.83
_cell_measurement_theta_min      3.45
_cell_volume                     3040.1(2)
_computing_cell_refinement       'X-Area (Stoe & Cie, 2001)'
_computing_data_collection       'X-Area (Stoe & Cie, 2001)'
_computing_data_reduction        'X-Area (Stoe & Cie, 2001)'
_computing_molecular_graphics    'XP in SHELXTL-Plus (Sheldrick, 2008)'
_computing_publication_material  SHELXL
_computing_structure_refinement  'SHELXL (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS (Sheldrick, 2008)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measurement_device_type  'STOE IPDS II two-circle-diffractometer'
_diffrn_measurement_method       ω
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0350
_diffrn_reflns_av_unetI/netI     0.0227
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            41456
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         25.741
_diffrn_reflns_theta_min         3.362
_diffrn_source                   'Genix 3D I\mS microfocus X-ray source'
_exptl_absorpt_coefficient_mu    0.341
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.664
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'X-Area (Stoe & Cie, 2001)'
_exptl_crystal_colour            'dark red'
_exptl_crystal_density_diffrn    1.185
_exptl_crystal_description       needle
_exptl_crystal_F_000             1160
_exptl_crystal_size_max          0.280
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.120
_refine_diff_density_max         0.745
_refine_diff_density_min         -0.430
_refine_diff_density_rms         0.055
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.021
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     352
_refine_ls_number_reflns         5727
_refine_ls_number_restraints     42
_refine_ls_restrained_S_all      1.049
_refine_ls_R_factor_all          0.0730
_refine_ls_R_factor_gt           0.0597
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0967P)²+2.2515P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1597
_refine_ls_wR_factor_ref         0.1696
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4802
_reflns_number_total             5727
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ja9b01998_si_002.cif
_cod_data_source_block           wa2389
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               4128417
_shelx_shelxl_version_number     2016/6
_shelx_space_group_comment
; 
The symmetry employed for this shelxl refinement is uniquely defined 
by the following loop, which should always be used as a source of 
symmetry information in preference to the above space-group names. 
They are only intended as comments. 
;
_shelx_estimated_absorpt_t_min   0.911
_shelx_estimated_absorpt_t_max   0.960
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
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 0.56069(4) 0.62941(6) 0.40029(3) 0.03954(18) Uani 1 1 d . . . . .
K2 K 0.81219(4) 0.51818(7) 0.48858(3) 0.0452(2) Uani 1 1 d . . . . .
B1 B 0.5071(2) 0.6298(3) 0.53710(15) 0.0390(7) Uani 1 1 d . . . . .
H1 H 0.510(2) 0.729(3) 0.5633(14) 0.047(8) Uiso 1 1 d . . . . .
C1 C 0.58755(19) 0.5301(3) 0.55004(13) 0.0377(6) Uani 1 1 d . . . . .
C2 C 0.58092(18) 0.4038(3) 0.51435(13) 0.0360(6) Uani 1 1 d . . . . .
C3 C 0.6585(2) 0.3126(3) 0.53163(15) 0.0453(7) Uani 1 1 d . . . . .
H3 H 0.655666 0.230825 0.508588 0.054 Uiso 1 1 calc R U . . .
C4 C 0.7359(2) 0.3377(4) 0.57953(17) 0.0546(8) Uani 1 1 d . . . . .
H4 H 0.784506 0.273160 0.589780 0.066 Uiso 1 1 calc R U . . .
C5 C 0.7436(2) 0.4599(4) 0.61379(15) 0.0544(8) Uani 1 1 d . . . . .
H5 H 0.797544 0.478179 0.646824 0.065 Uiso 1 1 calc R U . . .
C6 C 0.6721(2) 0.5523(3) 0.59880(14) 0.0459(7) Uani 1 1 d . . . . .
H6 H 0.678903 0.634536 0.621699 0.055 Uiso 1 1 calc R U . . .
B2 B 0.9835(2) 0.3997(4) 0.44638(19) 0.0547(9) Uani 1 1 d . . . . .
H2 H 0.967(3) 0.322(5) 0.407(2) 0.091(14) Uiso 1 1 d . . . . .
C11 C 0.9909(2) 0.3558(3) 0.51548(17) 0.0524(8) Uani 1 1 d . . . . .
C12 C 1.0066(2) 0.4541(4) 0.56777(15) 0.0525(8) Uani 1 1 d . . . . .
C13 C 1.0104(2) 0.4048(6) 0.63177(19) 0.0777(13) Uani 1 1 d . . . . .
H13 H 1.021032 0.467831 0.666064 0.093 Uiso 1 1 calc R U . . .
C14 C 1.0003(3) 0.2779(7) 0.6466(3) 0.0987(18) Uani 1 1 d . . . . .
H14 H 1.003222 0.252407 0.690133 0.118 Uiso 1 1 calc R U . . .
C15 C 0.9853(3) 0.1825(6) 0.5978(4) 0.100(2) Uani 1 1 d . . . . .
H15 H 0.977955 0.091410 0.608199 0.120 Uiso 1 1 calc R U . . .
C16 C 0.9808(2) 0.2189(4) 0.5338(3) 0.0777(12) Uani 1 1 d . . . . .
H16 H 0.970861 0.151719 0.501357 0.093 Uiso 1 1 calc R U . . .
O21 O 0.69821(15) 0.4682(2) 0.36721(10) 0.0468(5) Uani 1 1 d . . . . .
C22 C 0.7362(2) 0.5173(4) 0.31452(16) 0.0552(8) Uani 1 1 d . . . . .
H22A H 0.798646 0.557479 0.331114 0.066 Uiso 1 1 calc R U . . .
H22B H 0.694483 0.585961 0.289718 0.066 Uiso 1 1 calc R U . . .
C23 C 0.7434(4) 0.3994(5) 0.2727(2) 0.0939(16) Uani 1 1 d . . . . .
H23A H 0.700068 0.409626 0.229949 0.113 Uiso 1 1 calc R U . . .
H23B H 0.807918 0.391002 0.266176 0.113 Uiso 1 1 calc R U . . .
C24 C 0.7187(4) 0.2819(5) 0.3058(2) 0.0899(14) Uani 1 1 d . . . . .
H24A H 0.673116 0.225955 0.275539 0.108 Uiso 1 1 calc R U . . .
H24B H 0.775005 0.227594 0.323395 0.108 Uiso 1 1 calc R U . . .
C25 C 0.6782(5) 0.3301(4) 0.3571(3) 0.0988(18) Uani 1 1 d . . . . .
H25A H 0.609675 0.316154 0.345769 0.119 Uiso 1 1 calc R U . . .
H25B H 0.704263 0.279848 0.397239 0.119 Uiso 1 1 calc R U . . .
O31 O 0.72895(15) 0.7571(2) 0.45184(10) 0.0470(5) Uani 1 1 d . . . . .
C32 C 0.7312(3) 0.8431(4) 0.50680(19) 0.0729(11) Uani 1 1 d . . . . .
H32A H 0.666976 0.870200 0.508677 0.088 Uiso 1 1 calc R U . . .
H32B H 0.759770 0.795742 0.547336 0.088 Uiso 1 1 calc R U . . .
C33 C 0.7861(5) 0.9586(5) 0.4991(3) 0.110(2) Uani 1 1 d . . . . .
H33A H 0.851389 0.947653 0.523857 0.132 Uiso 1 1 calc R U . . .
H33B H 0.759519 1.039732 0.514755 0.132 Uiso 1 1 calc R U . . .
C34 C 0.7831(4) 0.9698(4) 0.4297(2) 0.0803(12) Uani 1 1 d . . . . .
H34A H 0.843761 1.002183 0.422446 0.096 Uiso 1 1 calc R U . . .
H34B H 0.733184 1.032104 0.408585 0.096 Uiso 1 1 calc R U . . .
C35 C 0.7633(2) 0.8314(3) 0.40367(17) 0.0551(8) Uani 1 1 d . . . . .
H35A H 0.715747 0.833306 0.362437 0.066 Uiso 1 1 calc R U . . .
H35B H 0.820985 0.789766 0.395862 0.066 Uiso 1 1 calc R U . . .
O41 O 0.52856(18) 0.8962(2) 0.36763(13) 0.0640(6) Uani 1 1 d . . . . .
C42 C 0.5212(3) 0.9882(5) 0.3168(2) 0.0846(13) Uani 1 1 d . . . . .
H42A H 0.523435 0.940834 0.276255 0.102 Uiso 1 1 calc R U . . .
H42B H 0.573990 1.052141 0.326539 0.102 Uiso 1 1 calc R U . . .
C43 C 0.4299(4) 1.0614(5) 0.3093(2) 0.0860(14) Uani 1 1 d . . . . .
H43A H 0.386969 1.039679 0.267541 0.103 Uiso 1 1 calc R U . . .
H43B H 0.439781 1.159160 0.312162 0.103 Uiso 1 1 calc R U . . .
C44 C 0.3918(3) 1.0100(4) 0.3659(2) 0.0778(12) Uani 1 1 d . . . . .
H44A H 0.364458 1.083327 0.386854 0.093 Uiso 1 1 calc R U . . .
H44B H 0.343802 0.940187 0.351742 0.093 Uiso 1 1 calc R U . . .
C45 C 0.4770(3) 0.9535(4) 0.4104(2) 0.0709(10) Uani 1 1 d . . . . .
H45A H 0.513592 1.024517 0.437134 0.085 Uiso 1 1 calc R U . . .
H45B H 0.459735 0.884804 0.439146 0.085 Uiso 1 1 calc R U . . .
O51 O 0.4909(2) 0.5922(4) 0.27062(14) 0.1062(12) Uani 1 1 d . U . . .
C52 C 0.4069(8) 0.5134(10) 0.2525(5) 0.177(4) Uani 1 1 d . U . . .
H52A H 0.388798 0.467910 0.289317 0.213 Uiso 0.55(2) 1 calc R U P A 1
H52B H 0.406950 0.450391 0.216637 0.213 Uiso 0.55(2) 1 calc R U P A 1
H52C H 0.373484 0.507401 0.288134 0.213 Uiso 0.45(2) 1 calc R U P A 2
H52D H 0.420195 0.422359 0.238806 0.213 Uiso 0.45(2) 1 calc R U P A 2
C53 C 0.3453(10) 0.6612(19) 0.2287(11) 0.138(6) Uani 0.55(2) 1 d . U P A 1
H53A H 0.277475 0.647991 0.211280 0.165 Uiso 0.55(2) 1 calc R U P A 1
H53B H 0.356896 0.732122 0.262031 0.165 Uiso 0.55(2) 1 calc R U P A 1
C54 C 0.4032(9) 0.6780(18) 0.1753(7) 0.112(5) Uani 0.55(2) 1 d . U P A 1
H54A H 0.384690 0.611604 0.140296 0.135 Uiso 0.55(2) 1 calc R U P A 1
H54B H 0.396768 0.769070 0.156700 0.135 Uiso 0.55(2) 1 calc R U P A 1
C53' C 0.3517(10) 0.596(2) 0.1956(8) 0.110(6) Uani 0.45(2) 1 d . U P A 2
H53C H 0.285252 0.605486 0.197747 0.132 Uiso 0.45(2) 1 calc R U P A 2
H53D H 0.355176 0.556107 0.153627 0.132 Uiso 0.45(2) 1 calc R U P A 2
C54' C 0.4017(18) 0.730(3) 0.2054(15) 0.158(9) Uani 0.45(2) 1 d . U P A 2
H54C H 0.394034 0.778611 0.244531 0.189 Uiso 0.45(2) 1 calc R U P A 2
H54D H 0.387156 0.789096 0.166909 0.189 Uiso 0.45(2) 1 calc R U P A 2
C55 C 0.5000(4) 0.6530(7) 0.2142(3) 0.1099(18) Uani 1 1 d . U . . .
H55A H 0.534604 0.594383 0.190099 0.132 Uiso 0.55(2) 1 calc R U P A 1
H55B H 0.534551 0.738209 0.223721 0.132 Uiso 0.55(2) 1 calc R U P A 1
H55C H 0.501226 0.588762 0.178953 0.132 Uiso 0.45(2) 1 calc R U P A 2
H55D H 0.554342 0.714079 0.220242 0.132 Uiso 0.45(2) 1 calc R U P A 2
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'
B B 0.0013 0.0007 '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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
O51 K1 O41 82.84(11) . .
O51 K1 O31 123.91(8) . .
O41 K1 O31 75.00(7) . .
O51 K1 O21 78.29(10) . .
O41 K1 O21 125.86(7) . .
O31 K1 O21 74.79(6) . .
O51 K1 C2 115.43(9) . 3_666
O41 K1 C2 98.78(7) . 3_666
O31 K1 C2 118.46(7) . 3_666
O21 K1 C2 135.14(7) . 3_666
O51 K1 C1 98.08(9) . 3_666
O41 K1 C1 119.58(8) . 3_666
O31 K1 C1 137.69(7) . 3_666
O21 K1 C1 113.10(7) . 3_666
C2 K1 C1 27.67(7) 3_666 3_666
O51 K1 B1 143.75(10) . .
O41 K1 B1 99.47(8) . .
O31 K1 B1 91.07(7) . .
O21 K1 B1 124.84(8) . .
C2 K1 B1 28.33(8) 3_666 .
C1 K1 B1 49.21(8) 3_666 .
O51 K1 B1 103.18(10) . 3_666
O41 K1 B1 147.18(8) . 3_666
O31 K1 B1 123.03(8) . 3_666
O21 K1 B1 86.78(7) . 3_666
C2 K1 B1 49.22(8) 3_666 3_666
C1 K1 B1 28.16(8) 3_666 3_666
B1 K1 B1 56.86(10) . 3_666
O51 K1 C1 150.75(10) . .
O41 K1 C1 120.84(8) . .
O31 K1 C1 81.58(6) . .
O21 K1 C1 97.59(7) . .
C2 K1 C1 48.86(7) 3_666 .
C1 K1 C1 56.50(9) 3_666 .
B1 K1 C1 27.28(8) . .
B1 K1 C1 47.57(8) 3_666 .
O51 K1 C2 126.92(10) . .
O41 K1 C2 146.21(7) . .
O31 K1 C2 95.77(7) . .
O21 K1 C2 80.57(6) . .
C2 K1 C2 56.59(8) 3_666 .
C1 K1 C2 48.77(7) 3_666 .
B1 K1 C2 47.51(7) . .
B1 K1 C2 27.38(8) 3_666 .
C1 K1 C2 25.89(7) . .
O51 K1 C45 97.51(12) . .
O41 K1 C45 22.80(8) . .
O31 K1 C45 80.86(9) . .
O21 K1 C45 146.70(8) . .
C2 K1 C45 76.75(8) 3_666 .
C1 K1 C45 100.20(9) 3_666 .
B1 K1 C45 77.32(9) . .
B1 K1 C45 125.92(9) 3_666 .
C1 K1 C45 100.97(8) . .
C2 K1 C45 124.77(8) . .
O51 K1 K2 122.94(9) . .
O41 K1 K2 118.94(6) . .
O31 K1 K2 44.12(4) . .
O21 K1 K2 45.47(5) . .
C2 K1 K2 112.15(5) 3_666 .
C1 K1 K2 110.61(5) 3_666 .
B1 K1 K2 87.80(6) . .
B1 K1 K2 85.20(6) 3_666 .
C1 K1 K2 63.34(5) . .
C2 K1 K2 61.91(5) . .
C45 K1 K2 122.84(8) . .
O31 K2 O21 75.82(6) . .
O31 K2 C11 147.20(8) . .
O21 K2 C11 113.14(8) . .
O31 K2 C4 120.05(8) . .
O21 K2 C4 104.56(9) . .
C11 K2 C4 89.22(9) . .
O31 K2 C12 130.56(9) . .
O21 K2 C12 140.27(8) . .
C11 K2 C12 27.92(9) . .
C4 K2 C12 87.46(9) . .
O31 K2 B2 126.67(10) . .
O21 K2 B2 91.22(8) . .
C11 K2 B2 28.62(10) . .
C4 K2 B2 113.28(11) . .
C12 K2 B2 49.86(9) . .
O31 K2 C5 101.58(8) . .
O21 K2 C5 121.12(8) . .
C11 K2 C5 99.78(9) . .
C4 K2 C5 26.64(10) . .
C12 K2 C5 85.97(8) . .
B2 K2 C5 128.12(11) . .
O31 K2 B2 102.71(10) . 3_766
O21 K2 B2 140.90(9) . 3_766
C11 K2 B2 49.65(10) . 3_766
C4 K2 B2 109.25(11) . 3_766
C12 K2 B2 28.35(11) . 3_766
B2 K2 B2 57.73(12) . 3_766
C5 K2 B2 97.68(10) . 3_766
O31 K2 C12 100.11(8) . 3_766
O21 K2 C12 92.69(7) . 3_766
C11 K2 C12 49.71(9) . 3_766
C4 K2 C12 138.90(9) . 3_766
C12 K2 C12 57.56(10) . 3_766
B2 K2 C12 27.91(11) . 3_766
C5 K2 C12 143.34(8) . 3_766
B2 K2 C12 48.57(9) 3_766 3_766
O31 K2 C11 89.72(8) . 3_766
O21 K2 C11 114.09(8) . 3_766
C11 K2 C11 57.58(11) . 3_766
C4 K2 C11 136.20(9) . 3_766
C12 K2 C11 49.55(9) . 3_766
B2 K2 C11 48.68(10) . 3_766
C5 K2 C11 124.77(9) . 3_766
B2 K2 C11 27.82(10) 3_766 3_766
C12 K2 C11 26.72(9) 3_766 3_766
O31 K2 C3 109.57(7) . .
O21 K2 C3 80.78(7) . .
C11 K2 C3 103.09(8) . .
C4 K2 C3 24.27(9) . .
C12 K2 C3 109.07(9) . .
B2 K2 C3 119.14(10) . .
C5 K2 C3 43.83(9) . .
B2 K2 C3 133.21(10) 3_766 .
C12 K2 C3 146.79(9) 3_766 .
C11 K2 C3 158.54(8) 3_766 .
O31 K2 C6 79.09(7) . .
O21 K2 C6 108.63(7) . .
C11 K2 C6 123.04(9) . .
C4 K2 C6 43.06(9) . .
C12 K2 C6 105.80(8) . .
B2 K2 C6 151.57(10) . .
C5 K2 C6 23.52(8) . .
B2 K2 C6 109.36(9) 3_766 .
C12 K2 C6 157.54(8) 3_766 .
C11 K2 C6 131.41(8) 3_766 .
C3 K2 C6 48.25(8) . .
C1 B1 C2 118.7(3) . 3_666
C1 B1 K1 79.85(15) . .
C2 B1 K1 71.84(14) 3_666 .
C1 B1 K1 72.00(15) . 3_666
C2 B1 K1 79.99(15) 3_666 3_666
K1 B1 K1 123.14(10) . 3_666
C1 B1 H1 122.9(16) . .
C2 B1 H1 118.4(16) 3_666 .
K1 B1 H1 117.3(15) . .
K1 B1 H1 119.5(15) 3_666 .
C6 C1 C2 116.8(3) . .
C6 C1 B1 122.3(3) . .
C2 C1 B1 120.9(2) . .
C6 C1 K1 113.24(17) . 3_666
C2 C1 K1 76.02(14) . 3_666
B1 C1 K1 79.83(15) . 3_666
C6 C1 K1 123.21(17) . .
C2 C1 K1 77.30(14) . .
B1 C1 K1 72.86(15) . .
K1 C1 K1 123.50(9) 3_666 .
C3 C2 C1 117.3(3) . .
C3 C2 B1 122.3(3) . 3_666
C1 C2 B1 120.4(2) . 3_666
C3 C2 K1 112.41(17) . 3_666
C1 C2 K1 76.31(14) . 3_666
B1 C2 K1 79.84(15) 3_666 3_666
C3 C2 K1 124.14(17) . .
C1 C2 K1 76.81(14) . .
B1 C2 K1 72.63(15) 3_666 .
K1 C2 K1 123.41(8) 3_666 .
C4 C3 C2 123.4(3) . .
C4 C3 K2 65.78(17) . .
C2 C3 K2 94.72(16) . .
C4 C3 H3 118.3 . .
C2 C3 H3 118.3 . .
K2 C3 H3 110.2 . .
C3 C4 C5 119.9(3) . .
C3 C4 K2 89.95(19) . .
C5 C4 K2 79.26(18) . .
C3 C4 H4 120.1 . .
C5 C4 H4 120.1 . .
K2 C4 H4 100.8 . .
C6 C5 C4 119.5(3) . .
C6 C5 K2 92.94(19) . .
C4 C5 K2 74.10(17) . .
C6 C5 H5 120.3 . .
C4 C5 H5 120.3 . .
K2 C5 H5 102.8 . .
C5 C6 C1 123.2(3) . .
C5 C6 K2 63.54(17) . .
C1 C6 K2 92.54(16) . .
C5 C6 H6 118.4 . .
C1 C6 H6 118.4 . .
K2 C6 H6 115.0 . .
C12 B2 C11 119.1(3) 3_766 .
C12 B2 K2 78.76(18) 3_766 .
C11 B2 K2 73.50(18) . .
C12 B2 K2 72.91(17) 3_766 3_766
C11 B2 K2 78.10(18) . 3_766
K2 B2 K2 122.27(12) . 3_766
C12 B2 H2 122(2) 3_766 .
C11 B2 H2 119(2) . .
K2 B2 H2 116(2) . .
K2 B2 H2 122(2) 3_766 .
C16 C11 C12 116.4(4) . .
C16 C11 B2 123.2(4) . .
C12 C11 B2 120.4(3) . .
C16 C11 K2 115.2(2) . .
C12 C11 K2 76.40(17) . .
B2 C11 K2 77.88(19) . .
C16 C11 K2 122.3(2) . 3_766
C12 C11 K2 76.27(16) . 3_766
B2 C11 K2 74.07(18) . 3_766
K2 C11 K2 122.42(11) . 3_766
C13 C12 C11 117.0(4) . .
C13 C12 B2 122.5(4) . 3_766
C11 C12 B2 120.5(3) . 3_766
C13 C12 K2 115.5(2) . .
C11 C12 K2 75.68(16) . .
B2 C12 K2 78.74(18) 3_766 .
C13 C12 K2 122.0(2) . 3_766
C11 C12 K2 77.02(16) . 3_766
B2 C12 K2 73.32(17) 3_766 3_766
K2 C12 K2 122.44(10) . 3_766
C14 C13 C12 124.9(5) . .
C14 C13 H13 117.5 . .
C12 C13 H13 117.5 . .
C13 C14 C15 119.3(5) . .
C13 C14 H14 120.4 . .
C15 C14 H14 120.4 . .
C14 C15 C16 120.8(4) . .
C14 C15 H15 119.6 . .
C16 C15 H15 119.6 . .
C15 C16 C11 121.7(5) . .
C15 C16 H16 119.1 . .
C11 C16 H16 119.1 . .
C25 O21 C22 108.5(3) . .
C25 O21 K2 112.1(3) . .
C22 O21 K2 113.57(18) . .
C25 O21 K1 117.7(2) . .
C22 O21 K1 115.04(19) . .
K2 O21 K1 88.91(6) . .
O21 C22 C23 106.4(3) . .
O21 C22 H22A 110.5 . .
C23 C22 H22A 110.5 . .
O21 C22 H22B 110.5 . .
C23 C22 H22B 110.5 . .
H22A C22 H22B 108.6 . .
C24 C23 C22 107.1(3) . .
C24 C23 H23A 110.3 . .
C22 C23 H23A 110.3 . .
C24 C23 H23B 110.3 . .
C22 C23 H23B 110.3 . .
H23A C23 H23B 108.6 . .
C25 C24 C23 106.5(4) . .
C25 C24 H24A 110.4 . .
C23 C24 H24A 110.4 . .
C25 C24 H24B 110.4 . .
C23 C24 H24B 110.4 . .
H24A C24 H24B 108.6 . .
O21 C25 C24 109.6(3) . .
O21 C25 H25A 109.7 . .
C24 C25 H25A 109.7 . .
O21 C25 H25B 109.7 . .
C24 C25 H25B 109.7 . .
H25A C25 H25B 108.2 . .
C35 O31 C32 108.5(3) . .
C35 O31 K2 116.82(18) . .
C32 O31 K2 111.4(2) . .
C35 O31 K1 112.20(18) . .
C32 O31 K1 116.8(2) . .
K2 O31 K1 90.57(6) . .
C33 C32 O31 107.5(3) . .
C33 C32 K2 121.4(4) . .
O31 C32 K2 46.10(16) . .
C33 C32 H32A 110.2 . .
O31 C32 H32A 110.2 . .
K2 C32 H32A 127.3 . .
C33 C32 H32B 110.2 . .
O31 C32 H32B 110.2 . .
K2 C32 H32B 64.2 . .
H32A C32 H32B 108.5 . .
C32 C33 C34 106.4(4) . .
C32 C33 H33A 110.4 . .
C34 C33 H33A 110.4 . .
C32 C33 H33B 110.4 . .
C34 C33 H33B 110.4 . .
H33A C33 H33B 108.6 . .
C33 C34 C35 105.0(3) . .
C33 C34 H34A 110.7 . .
C35 C34 H34A 110.7 . .
C33 C34 H34B 110.7 . .
C35 C34 H34B 110.7 . .
H34A C34 H34B 108.8 . .
O31 C35 C34 106.6(3) . .
O31 C35 H35A 110.4 . .
C34 C35 H35A 110.4 . .
O31 C35 H35B 110.4 . .
C34 C35 H35B 110.4 . .
H35A C35 H35B 108.6 . .
C42 O41 C45 105.4(3) . .
C42 O41 K1 143.5(3) . .
C45 O41 K1 108.3(2) . .
O41 C42 C43 108.3(4) . .
O41 C42 H42A 110.0 . .
C43 C42 H42A 110.0 . .
O41 C42 H42B 110.0 . .
C43 C42 H42B 110.0 . .
H42A C42 H42B 108.4 . .
C42 C43 C44 103.1(3) . .
C42 C43 H43A 111.1 . .
C44 C43 H43A 111.1 . .
C42 C43 H43B 111.1 . .
C44 C43 H43B 111.1 . .
H43A C43 H43B 109.1 . .
C45 C44 C43 103.0(3) . .
C45 C44 H44A 111.2 . .
C43 C44 H44A 111.2 . .
C45 C44 H44B 111.2 . .
C43 C44 H44B 111.2 . .
H44A C44 H44B 109.1 . .
O41 C45 C44 103.7(3) . .
O41 C45 K1 48.94(16) . .
C44 C45 K1 124.5(3) . .
O41 C45 H45A 111.0 . .
C44 C45 H45A 111.0 . .
K1 C45 H45A 123.4 . .
O41 C45 H45B 111.0 . .
C44 C45 H45B 111.0 . .
K1 C45 H45B 62.2 . .
H45A C45 H45B 109.0 . .
C55 O51 C52 104.7(5) . .
C55 O51 K1 136.7(4) . .
C52 O51 K1 116.5(4) . .
O51 C52 C53' 100.4(8) . .
O51 C52 C53 88.2(8) . .
O51 C52 H52A 114.0 . .
C53 C52 H52A 114.0 . .
O51 C52 H52B 114.0 . .
C53 C52 H52B 114.0 . .
H52A C52 H52B 111.2 . .
O51 C52 H52C 111.7 . .
C53' C52 H52C 111.7 . .
O51 C52 H52D 111.7 . .
C53' C52 H52D 111.7 . .
H52C C52 H52D 109.5 . .
C54 C53 C52 88.4(11) . .
C54 C53 H53A 113.9 . .
C52 C53 H53A 113.9 . .
C54 C53 H53B 113.9 . .
C52 C53 H53B 113.9 . .
H53A C53 H53B 111.1 . .
C55 C54 C53 100.6(11) . .
C55 C54 H54A 111.7 . .
C53 C54 H54A 111.7 . .
C55 C54 H54B 111.7 . .
C53 C54 H54B 111.7 . .
H54A C54 H54B 109.4 . .
C52 C53' C54' 102.5(14) . .
C52 C53' H53C 111.3 . .
C54' C53' H53C 111.3 . .
C52 C53' H53D 111.3 . .
C54' C53' H53D 111.3 . .
H53C C53' H53D 109.2 . .
C53' C54' C55 89.0(16) . .
C53' C54' H54C 113.8 . .
C55 C54' H54C 113.8 . .
C53' C54' H54D 113.8 . .
C55 C54' H54D 113.8 . .
H54C C54' H54D 111.0 . .
O51 C55 C54 106.8(7) . .
O51 C55 C54' 93.2(11) . .
O51 C55 H55A 110.4 . .
C54 C55 H55A 110.4 . .
O51 C55 H55B 110.4 . .
C54 C55 H55B 110.4 . .
H55A C55 H55B 108.6 . .
O51 C55 H55C 113.1 . .
C54' C55 H55C 113.1 . .
O51 C55 H55D 113.1 . .
C54' C55 H55D 113.1 . .
H55C C55 H55D 110.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
K1 O51 2.740(3) .
K1 O41 2.774(2) .
K1 O31 2.778(2) .
K1 O21 2.793(2) .
K1 C2 3.065(2) 3_666
K1 C1 3.069(3) 3_666
K1 B1 3.175(3) .
K1 B1 3.176(3) 3_666
K1 C1 3.271(3) .
K1 C2 3.277(3) .
K1 C45 3.493(4) .
K1 K2 3.9073(9) .
K2 O31 2.720(2) .
K2 O21 2.786(2) .
K2 C11 3.028(3) .
K2 C4 3.036(3) .
K2 C12 3.037(3) .
K2 B2 3.087(4) .
K2 C5 3.101(3) .
K2 B2 3.116(4) 3_766
K2 C12 3.161(3) 3_766
K2 C11 3.171(3) 3_766
K2 C3 3.329(3) .
K2 C6 3.460(3) .
B1 C1 1.523(4) .
B1 C2 1.531(4) 3_666
B1 H1 1.14(3) .
C1 C6 1.444(4) .
C1 C2 1.467(4) .
C2 C3 1.441(4) .
C3 C4 1.368(5) .
C3 H3 0.9500 .
C4 C5 1.415(5) .
C4 H4 0.9500 .
C5 C6 1.382(5) .
C5 H5 0.9500 .
C6 H6 0.9500 .
B2 C12 1.509(6) 3_766
B2 C11 1.512(5) .
B2 H2 1.13(5) .
C11 C16 1.441(5) .
C11 C12 1.463(5) .
C12 C13 1.435(5) .
C13 C14 1.326(8) .
C13 H13 0.9500 .
C14 C15 1.391(8) .
C14 H14 0.9500 .
C15 C16 1.396(7) .
C15 H15 0.9500 .
C16 H16 0.9500 .
O21 C25 1.420(4) .
O21 C22 1.443(4) .
C22 C23 1.495(5) .
C22 H22A 0.9900 .
C22 H22B 0.9900 .
C23 C24 1.458(6) .
C23 H23A 0.9900 .
C23 H23B 0.9900 .
C24 C25 1.436(5) .
C24 H24A 0.9900 .
C24 H24B 0.9900 .
C25 H25A 0.9900 .
C25 H25B 0.9900 .
O31 C35 1.443(4) .
O31 C32 1.445(4) .
C32 C33 1.439(6) .
C32 H32A 0.9900 .
C32 H32B 0.9900 .
C33 C34 1.470(7) .
C33 H33A 0.9900 .
C33 H33B 0.9900 .
C34 C35 1.496(5) .
C34 H34A 0.9900 .
C34 H34B 0.9900 .
C35 H35A 0.9900 .
C35 H35B 0.9900 .
O41 C42 1.405(5) .
O41 C45 1.425(5) .
C42 C43 1.504(6) .
C42 H42A 0.9900 .
C42 H42B 0.9900 .
C43 C44 1.523(6) .
C43 H43A 0.9900 .
C43 H43B 0.9900 .
C44 C45 1.499(6) .
C44 H44A 0.9900 .
C44 H44B 0.9900 .
C45 H45A 0.9900 .
C45 H45B 0.9900 .
O51 C55 1.377(6) .
O51 C52 1.441(10) .
C52 C53' 1.540(17) .
C52 C53 1.749(18) .
C52 H52A 0.9900 .
C52 H52B 0.9900 .
C52 H52C 0.9900 .
C52 H52D 0.9900 .
C53 C54 1.57(3) .
C53 H53A 0.9900 .
C53 H53B 0.9900 .
C54 C55 1.495(13) .
C54 H54A 0.9900 .
C54 H54B 0.9900 .
C53' C54' 1.52(4) .
C53' H53C 0.9900 .
C53' H53D 0.9900 .
C54' C55 1.61(2) .
C54' H54C 0.9900 .
C54' H54D 0.9900 .
C55 H55A 0.9900 .
C55 H55B 0.9900 .
C55 H55C 0.9900 .
C55 H55D 0.9900 .
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_4
C2 B1 C1 C6 -178.4(2) 3_666 .
K1 B1 C1 C6 118.9(2) . .
K1 B1 C1 C6 -111.2(2) 3_666 .
C2 B1 C1 C2 -0.4(4) 3_666 .
K1 B1 C1 C2 -63.1(2) . .
K1 B1 C1 C2 66.8(2) 3_666 .
C2 B1 C1 K1 -67.3(2) 3_666 3_666
K1 B1 C1 K1 -129.95(7) . 3_666
C2 B1 C1 K1 62.7(2) 3_666 .
K1 B1 C1 K1 129.95(7) 3_666 .
C6 C1 C2 C3 0.8(3) . .
B1 C1 C2 C3 -177.3(2) . .
K1 C1 C2 C3 -108.4(2) 3_666 .
K1 C1 C2 C3 121.8(2) . .
C6 C1 C2 B1 178.5(2) . 3_666
B1 C1 C2 B1 0.4(4) . 3_666
K1 C1 C2 B1 69.3(2) 3_666 3_666
K1 C1 C2 B1 -60.4(2) . 3_666
C6 C1 C2 K1 109.3(2) . 3_666
B1 C1 C2 K1 -68.9(2) . 3_666
K1 C1 C2 K1 -129.73(7) . 3_666
C6 C1 C2 K1 -121.0(2) . .
B1 C1 C2 K1 60.9(2) . .
K1 C1 C2 K1 129.73(7) 3_666 .
C1 C2 C3 C4 0.8(4) . .
B1 C2 C3 C4 -176.8(3) 3_666 .
K1 C2 C3 C4 -84.8(3) 3_666 .
K1 C2 C3 C4 93.1(3) . .
C1 C2 C3 K2 -63.2(2) . .
B1 C2 C3 K2 119.2(2) 3_666 .
K1 C2 C3 K2 -148.83(10) 3_666 .
K1 C2 C3 K2 29.1(2) . .
C2 C3 C4 C5 -1.6(5) . .
K2 C3 C4 C5 77.6(3) . .
C2 C3 C4 K2 -79.2(3) . .
C3 C4 C5 C6 0.6(5) . .
K2 C4 C5 C6 84.3(3) . .
C3 C4 C5 K2 -83.7(3) . .
C4 C5 C6 C1 1.2(5) . .
K2 C5 C6 C1 74.5(3) . .
C4 C5 C6 K2 -73.4(3) . .
C2 C1 C6 C5 -1.8(4) . .
B1 C1 C6 C5 176.2(3) . .
K1 C1 C6 C5 83.7(3) 3_666 .
K1 C1 C6 C5 -93.9(3) . .
C2 C1 C6 K2 57.9(2) . .
B1 C1 C6 K2 -124.0(2) . .
K1 C1 C6 K2 143.42(11) 3_666 .
K1 C1 C6 K2 -34.2(2) . .
C12 B2 C11 C16 178.9(3) 3_766 .
K2 B2 C11 C16 112.3(3) . .
K2 B2 C11 C16 -118.5(3) 3_766 .
C12 B2 C11 C12 0.5(5) 3_766 .
K2 B2 C11 C12 -66.1(2) . .
K2 B2 C11 C12 63.0(2) 3_766 .
C12 B2 C11 K2 66.6(3) 3_766 .
K2 B2 C11 K2 129.16(9) 3_766 .
C12 B2 C11 K2 -62.6(3) 3_766 3_766
K2 B2 C11 K2 -129.16(9) . 3_766
C16 C11 C12 C13 0.0(4) . .
B2 C11 C12 C13 178.5(3) . .
K2 C11 C12 C13 111.6(3) . .
K2 C11 C12 C13 -119.6(3) 3_766 .
C16 C11 C12 B2 -179.0(3) . 3_766
B2 C11 C12 B2 -0.5(5) . 3_766
K2 C11 C12 B2 -67.4(3) . 3_766
K2 C11 C12 B2 61.4(3) 3_766 3_766
C16 C11 C12 K2 -111.6(3) . .
B2 C11 C12 K2 66.9(3) . .
K2 C11 C12 K2 128.83(8) 3_766 .
C16 C11 C12 K2 119.5(3) . 3_766
B2 C11 C12 K2 -61.9(3) . 3_766
K2 C11 C12 K2 -128.83(8) . 3_766
C11 C12 C13 C14 -0.4(5) . .
B2 C12 C13 C14 178.6(4) 3_766 .
K2 C12 C13 C14 85.9(4) . .
K2 C12 C13 C14 -91.6(4) 3_766 .
C12 C13 C14 C15 0.4(6) . .
C13 C14 C15 C16 0.0(6) . .
C14 C15 C16 C11 -0.4(6) . .
C12 C11 C16 C15 0.4(5) . .
B2 C11 C16 C15 -178.1(3) . .
K2 C11 C16 C15 -86.3(4) . .
K2 C11 C16 C15 90.4(4) 3_766 .
C25 O21 C22 C23 -2.9(5) . .
K2 O21 C22 C23 122.4(3) . .
K1 O21 C22 C23 -137.2(3) . .
O21 C22 C23 C24 -5.9(5) . .
C22 C23 C24 C25 12.3(6) . .
C22 O21 C25 C24 11.0(6) . .
K2 O21 C25 C24 -115.2(4) . .
K1 O21 C25 C24 143.8(4) . .
C23 C24 C25 O21 -14.5(7) . .
C35 O31 C32 C33 -12.9(5) . .
K2 O31 C32 C33 117.0(4) . .
K1 O31 C32 C33 -140.8(4) . .
C35 O31 C32 K2 -129.9(3) . .
K1 O31 C32 K2 102.13(17) . .
O31 C32 C33 C34 23.3(6) . .
K2 C32 C33 C34 72.0(6) . .
C32 C33 C34 C35 -24.3(6) . .
C32 O31 C35 C34 -2.5(4) . .
K2 O31 C35 C34 -129.4(3) . .
K1 O31 C35 C34 128.0(3) . .
C33 C34 C35 O31 16.4(5) . .
C45 O41 C42 C43 -29.3(5) . .
K1 O41 C42 C43 127.1(4) . .
O41 C42 C43 C44 5.5(6) . .
C42 C43 C44 C45 18.8(5) . .
C42 O41 C45 C44 41.3(4) . .
K1 O41 C45 C44 -124.2(3) . .
C42 O41 C45 K1 165.4(4) . .
C43 C44 C45 O41 -36.7(4) . .
C43 C44 C45 K1 -85.9(4) . .
C55 O51 C52 C53' -29.0(12) . .
K1 O51 C52 C53' 137.4(10) . .
C55 O51 C52 C53 -60.6(9) . .
K1 O51 C52 C53 105.7(8) . .
O51 C52 C53 C54 64.1(12) . .
C52 C53 C54 C55 -47.7(15) . .
O51 C52 C53' C54' -17(2) . .
C52 C53' C54' C55 48(2) . .
C52 O51 C55 C54 32.8(11) . .
K1 O51 C55 C54 -129.3(9) . .
C52 O51 C55 C54' 60.8(12) . .
K1 O51 C55 C54' -101.3(12) . .
C53 C54 C55 O51 16.5(17) . .
C53' C54' C55 O51 -65.9(16) . .
