#------------------------------------------------------------------------------
#$Date: 2016-03-26 17:52:06 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180402 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/71/7207189.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_7207189
loop_
_publ_author_name
'Tsue, Hirohito'
'Takahashi, Hiroki'
'Ishibashi, Koichi'
'Inoue, Rikako'
'Shimizu, Shun'
'Takahashi, Daisuke'
'Tamura, Rui'
_publ_section_title
;
 Crystallographic analysis of CO2 sorption state in seemingly nonporous
 molecular crystal of azacalix[4]arene tetramethyl ether exhibiting highly
 selective CO2 uptake
;
_journal_issue                   3
_journal_name_full               CrystEngComm
_journal_page_first              1021
_journal_paper_doi               10.1039/c1ce06126g
_journal_volume                  14
_journal_year                    2012
_chemical_formula_sum            'C44.4 H60 N4 O4.8'
_chemical_formula_weight         726.56
_chemical_name_systematic
;
?
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 101.817(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   12.836(8)
_cell_length_b                   16.215(9)
_cell_length_c                   21.460(13)
_cell_measurement_reflns_used    7690
_cell_measurement_temperature    133
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      3.0
_cell_volume                     4372(5)
_computing_cell_refinement
;
Rigaku CrystalClear-SM Expert 2.0 r4
;
_computing_data_collection
;
Rigaku CrystalClear-SM Expert 2.0 r4
;
_computing_data_reduction
;
Rigaku CrystalClear-SM Expert 2.0 r4
;
_computing_molecular_graphics
'Yadokari-XG 2009 (Wakita Nemoto et al., 2009)'
_computing_publication_material
'Yadokari-XG 2009 (Wakita,Nemoto et al., 2009)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      133(2)
_diffrn_detector_area_resol_mean 28.6533
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type
;
Rigaku CrystalClear-SM Expert 2.0 r4
;
_diffrn_measurement_method       'profile data from ω-scans'
_diffrn_radiation_monochromator  'Graphite Monochromator'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71075
_diffrn_reflns_av_R_equivalents  0.0843
_diffrn_reflns_av_sigmaI/netI    0.0953
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            34429
_diffrn_reflns_theta_full        27.47
_diffrn_reflns_theta_max         27.47
_diffrn_reflns_theta_min         3.03
_exptl_absorpt_coefficient_mu    0.072
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.831
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.104
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Needle
_exptl_crystal_F_000             1571.2
_exptl_crystal_size_max          0.43
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.11
_refine_diff_density_max         0.591
_refine_diff_density_min         -0.328
_refine_diff_density_rms         0.087
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.213
_refine_ls_matrix_type           full
_refine_ls_number_parameters     554
_refine_ls_number_reflns         9903
_refine_ls_number_restraints     6
_refine_ls_restrained_S_all      1.221
_refine_ls_R_factor_all          0.2393
_refine_ls_R_factor_gt           0.1433
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.2000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3704
_refine_ls_wR_factor_ref         0.4355
_reflns_number_gt                4346
_reflns_number_total             9903
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c1ce06126g.txt
_cod_data_source_block           cmpd_2a
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_absorpt_correction_type' value 'Multi-scan' changed to
'multi-scan' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               7207189
loop_
_symmetry_equiv_pos_as_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.5351(5) 0.3582(3) 0.1608(3) 0.0500(14) Uani 1 1 d . . .
C2 C 0.6021(5) 0.2905(3) 0.1790(3) 0.0558(15) Uani 1 1 d . . .
H1 H 0.6768 0.2990 0.1909 0.067 Uiso 1 1 calc R . .
C3 C 0.5614(4) 0.2106(3) 0.1800(3) 0.0483(14) Uani 1 1 d . . .
C4 C 0.4493(5) 0.2011(3) 0.1667(3) 0.0490(14) Uani 1 1 d . . .
H2 H 0.4199 0.1478 0.1698 0.059 Uiso 1 1 calc R . .
C5 C 0.3813(4) 0.2678(3) 0.1490(3) 0.0445(12) Uani 1 1 d . . .
C6 C 0.1877(4) 0.3017(3) 0.1437(3) 0.0435(13) Uani 1 1 d . . .
C7 C 0.0911(4) 0.3019(3) 0.0996(2) 0.0424(12) Uani 1 1 d . . .
H3 H 0.0862 0.2730 0.0606 0.051 Uiso 1 1 calc R . .
C8 C 0.0008(4) 0.3435(3) 0.1111(2) 0.0397(12) Uani 1 1 d . . .
C9 C 0.0113(4) 0.3890(3) 0.1676(2) 0.0429(12) Uani 1 1 d . . .
H4 H -0.0481 0.4188 0.1760 0.051 Uiso 1 1 calc R . .
C10 C 0.1074(4) 0.3911(3) 0.2115(2) 0.0386(12) Uani 1 1 d . . .
C11 C 0.1961(4) 0.4813(3) 0.3054(2) 0.0413(12) Uani 1 1 d . . .
C12 C 0.2007(4) 0.4871(3) 0.3702(3) 0.0451(13) Uani 1 1 d . . .
H5 H 0.1504 0.4569 0.3880 0.054 Uiso 1 1 calc R . .
C13 C 0.2755(4) 0.5349(3) 0.4106(3) 0.0458(13) Uani 1 1 d . . .
C14 C 0.3526(4) 0.5748(3) 0.3829(3) 0.0486(14) Uani 1 1 d . . .
H6 H 0.4082 0.6049 0.4093 0.058 Uiso 1 1 calc R . .
C15 C 0.3490(4) 0.5709(3) 0.3172(3) 0.0486(14) Uani 1 1 d . . .
C16 C 0.4634(4) 0.6054(3) 0.2374(3) 0.0500(14) Uani 1 1 d . . .
C17 C 0.4796(4) 0.6724(3) 0.1995(3) 0.0577(16) Uani 1 1 d . . .
H7 H 0.4571 0.7257 0.2096 0.069 Uiso 1 1 calc R . .
C18 C 0.5284(4) 0.6634(3) 0.1467(3) 0.0558(16) Uani 1 1 d . A .
C19 C 0.5571(4) 0.5837(3) 0.1325(3) 0.0571(16) Uani 1 1 d . . .
H8 H 0.5887 0.5756 0.0966 0.069 Uiso 1 1 calc R . .
C20 C 0.5413(4) 0.5153(3) 0.1689(3) 0.0471(13) Uani 1 1 d . . .
C21 C 0.4245(4) 0.3473(3) 0.1445(3) 0.0460(13) Uani 1 1 d . . .
C22 C 0.1949(4) 0.3466(3) 0.2000(3) 0.0438(13) Uani 1 1 d . . .
C23 C 0.2684(4) 0.5246(3) 0.2770(3) 0.0481(13) Uani 1 1 d . . .
C24 C 0.4973(4) 0.5266(3) 0.2223(3) 0.0491(14) Uani 1 1 d . . .
C25 C 0.3357(7) 0.4273(5) 0.0571(3) 0.083(2) Uani 1 1 d . . .
H9 H 0.3000 0.3789 0.0350 0.125 Uiso 1 1 calc R . .
H10 H 0.4034 0.4363 0.0438 0.125 Uiso 1 1 calc R . .
H11 H 0.2901 0.4759 0.0465 0.125 Uiso 1 1 calc R . .
C26 C 0.6345(5) 0.1357(3) 0.2002(4) 0.0644(18) Uani 1 1 d . . .
C27 C 0.6186(7) 0.1045(4) 0.2645(4) 0.088(2) Uani 1 1 d . . .
H12 H 0.5429 0.0936 0.2623 0.132 Uiso 1 1 calc R . .
H13 H 0.6435 0.1462 0.2971 0.132 Uiso 1 1 calc R . .
H14 H 0.6592 0.0535 0.2754 0.132 Uiso 1 1 calc R . .
C28 C 0.6040(6) 0.0655(4) 0.1500(4) 0.086(2) Uani 1 1 d . . .
H15 H 0.5297 0.0495 0.1476 0.129 Uiso 1 1 calc R . .
H16 H 0.6503 0.0178 0.1627 0.129 Uiso 1 1 calc R . .
H17 H 0.6129 0.0853 0.1083 0.129 Uiso 1 1 calc R . .
C29 C 0.7525(5) 0.1556(4) 0.2068(5) 0.102(3) Uani 1 1 d . . .
H18 H 0.7949 0.1062 0.2209 0.153 Uiso 1 1 calc R . .
H19 H 0.7725 0.1998 0.2381 0.153 Uiso 1 1 calc R . .
H20 H 0.7658 0.1735 0.1655 0.153 Uiso 1 1 calc R . .
C30 C 0.2998(6) 0.2808(5) 0.2889(3) 0.080(2) Uani 1 1 d . . .
H21 H 0.2888 0.2288 0.2652 0.120 Uiso 1 1 calc R . .
H22 H 0.2464 0.2862 0.3154 0.120 Uiso 1 1 calc R . .
H23 H 0.3711 0.2814 0.3161 0.120 Uiso 1 1 calc R . .
C31 C -0.1034(5) 0.3424(3) 0.0598(3) 0.0524(14) Uani 1 1 d . . .
C32 C -0.0867(7) 0.3917(6) 0.0009(4) 0.110(3) Uani 1 1 d . . .
H24 H -0.0412 0.3600 -0.0218 0.165 Uiso 1 1 calc R . .
H25 H -0.0527 0.4445 0.0147 0.165 Uiso 1 1 calc R . .
H26 H -0.1558 0.4017 -0.0274 0.165 Uiso 1 1 calc R . .
C33 C -0.1975(6) 0.3826(4) 0.0824(4) 0.076(2) Uani 1 1 d . . .
H27 H -0.1862 0.4423 0.0863 0.114 Uiso 1 1 calc R . .
H28 H -0.2030 0.3597 0.1239 0.114 Uiso 1 1 calc R . .
H29 H -0.2635 0.3714 0.0515 0.114 Uiso 1 1 calc R . .
C34 C -0.1334(7) 0.2521(5) 0.0403(5) 0.106(3) Uani 1 1 d . . .
H30 H -0.1372 0.2197 0.0784 0.159 Uiso 1 1 calc R . .
H31 H -0.0793 0.2285 0.0193 0.159 Uiso 1 1 calc R . .
H32 H -0.2028 0.2511 0.0110 0.159 Uiso 1 1 calc R . .
C35 C 0.1866(7) 0.5671(4) 0.1736(3) 0.084(2) Uani 1 1 d . . .
H33 H 0.2149 0.6216 0.1661 0.125 Uiso 1 1 calc R . .
H34 H 0.1256 0.5737 0.1942 0.125 Uiso 1 1 calc R . .
H35 H 0.1638 0.5385 0.1328 0.125 Uiso 1 1 calc R . .
C36 C 0.2723(6) 0.5410(4) 0.4831(3) 0.074(2) Uani 1 1 d . . .
C37 C 0.3127(9) 0.4545(5) 0.5122(4) 0.111(3) Uani 1 1 d . . .
H36 H 0.2708 0.4105 0.4876 0.167 Uiso 1 1 calc R . .
H37 H 0.3046 0.4517 0.5566 0.167 Uiso 1 1 calc R . .
H38 H 0.3879 0.4476 0.5105 0.167 Uiso 1 1 calc R . .
C38 C 0.1617(7) 0.5587(5) 0.4929(3) 0.083(2) Uani 1 1 d . . .
H39 H 0.1347 0.6089 0.4698 0.125 Uiso 1 1 calc R . .
H40 H 0.1635 0.5663 0.5384 0.125 Uiso 1 1 calc R . .
H41 H 0.1149 0.5123 0.4769 0.125 Uiso 1 1 calc R . .
C39 C 0.3445(8) 0.6091(5) 0.5165(3) 0.102(3) Uani 1 1 d . . .
H42 H 0.3328 0.6161 0.5599 0.152 Uiso 1 1 calc R . .
H43 H 0.3282 0.6609 0.4930 0.152 Uiso 1 1 calc R . .
H44 H 0.4190 0.5942 0.5182 0.152 Uiso 1 1 calc R . .
C40 C 0.5711(7) 0.4413(4) 0.3077(3) 0.088(3) Uani 1 1 d . . .
H45 H 0.5848 0.4873 0.3379 0.132 Uiso 1 1 calc R . .
H46 H 0.6336 0.4326 0.2888 0.132 Uiso 1 1 calc R . .
H47 H 0.5569 0.3912 0.3301 0.132 Uiso 1 1 calc R . .
C41 C 0.5452(5) 0.7382(4) 0.1052(4) 0.071(2) Uani 1 1 d D . .
C42 C 0.4319(15) 0.7765(12) 0.0844(9) 0.090(5) Uani 0.45 1 d P A 2
H48 H 0.3873 0.7399 0.0537 0.134 Uiso 0.45 1 calc PR A 2
H49 H 0.4375 0.8304 0.0646 0.134 Uiso 0.45 1 calc PR A 2
H50 H 0.3999 0.7834 0.1218 0.134 Uiso 0.45 1 calc PR A 2
C43 C 0.6038(16) 0.8053(8) 0.1548(9) 0.094(7) Uani 0.45 1 d PD A 2
H51 H 0.5965 0.8599 0.1348 0.141 Uiso 0.45 1 calc PR A 2
H52 H 0.6795 0.7913 0.1676 0.141 Uiso 0.45 1 calc PR A 2
H53 H 0.5715 0.8059 0.1924 0.141 Uiso 0.45 1 calc PR A 2
C44 C 0.599(3) 0.7181(11) 0.0558(16) 0.145(14) Uani 0.45 1 d P A 2
H54 H 0.6129 0.7686 0.0339 0.217 Uiso 0.45 1 calc PR A 2
H55 H 0.5541 0.6811 0.0254 0.217 Uiso 0.45 1 calc PR A 2
H56 H 0.6661 0.6906 0.0738 0.217 Uiso 0.45 1 calc PR A 2
C45 C 0.5129(13) 0.8196(7) 0.1247(8) 0.075(4) Uani 0.55 1 d P A 1
H57 H 0.5199 0.8605 0.0922 0.113 Uiso 0.55 1 calc PR A 1
H58 H 0.5586 0.8353 0.1653 0.113 Uiso 0.55 1 calc PR A 1
H59 H 0.4386 0.8174 0.1295 0.113 Uiso 0.55 1 calc PR A 1
C46 C 0.6604(10) 0.7364(7) 0.0928(7) 0.060(3) Uani 0.55 1 d PD A 1
H60 H 0.6701 0.7827 0.0652 0.090 Uiso 0.55 1 calc PR A 1
H61 H 0.6720 0.6844 0.0720 0.090 Uiso 0.55 1 calc PR A 1
H62 H 0.7115 0.7410 0.1333 0.090 Uiso 0.55 1 calc PR A 1
C47 C 0.4786(12) 0.7228(7) 0.0350(6) 0.080(4) Uani 0.55 1 d PD A 1
H63 H 0.4923 0.6668 0.0213 0.120 Uiso 0.55 1 calc PR A 1
H64 H 0.5001 0.7629 0.0058 0.120 Uiso 0.55 1 calc PR A 1
H65 H 0.4025 0.7291 0.0345 0.120 Uiso 0.55 1 calc PR A 1
C48 C 0.591(6) 0.150(3) 0.408(2) 0.37(6) Uani 0.40 1 d PD . .
O4 O 0.4820(3) 0.4598(2) 0.2592(2) 0.0554(10) Uani 1 1 d . . .
O1 O 0.3557(3) 0.4134(2) 0.12556(18) 0.0517(10) Uani 1 1 d . . .
N2 N 0.1112(4) 0.4350(3) 0.2685(2) 0.0498(12) Uani 1 1 d . . .
H67 H 0.054(4) 0.434(3) 0.282(2) 0.034(13) Uiso 1 1 d . . .
N1 N 0.2722(4) 0.2528(2) 0.1311(2) 0.0508(12) Uani 1 1 d . . .
H66 H 0.2537 0.2074 0.1093 0.061 Uiso 1 1 calc R . .
O2 O 0.2896(3) 0.3480(2) 0.24516(18) 0.0500(10) Uani 1 1 d . . .
O3 O 0.2667(3) 0.5204(3) 0.21349(18) 0.0606(11) Uani 1 1 d . . .
N4 N 0.5801(4) 0.4381(3) 0.1549(3) 0.0575(14) Uani 1 1 d . . .
H69 H 0.640(4) 0.436(3) 0.138(2) 0.036(13) Uiso 1 1 d . . .
N3 N 0.4233(4) 0.6187(3) 0.2931(3) 0.0590(14) Uani 1 1 d . . .
H68 H 0.430(4) 0.670(3) 0.307(2) 0.048(15) Uiso 1 1 d . . .
O5 O 0.643(2) 0.0907(18) 0.4147(15) 0.213(11) Uani 0.40 1 d PD . .
O6 O 0.554(3) 0.2152(18) 0.3930(18) 0.264(16) Uani 0.40 1 d PD . .
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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C2 C1 C21 120.2(5)
C2 C1 N4 119.8(5)
C21 C1 N4 119.9(5)
C3 C2 C1 121.3(5)
C3 C2 H1 119.3
C1 C2 H1 119.3
C2 C3 C4 117.7(5)
C2 C3 C26 121.8(5)
C4 C3 C26 120.3(5)
C5 C4 C3 121.6(5)
C5 C4 H2 119.2
C3 C4 H2 119.2
C4 C5 N1 118.6(4)
C4 C5 C21 119.6(5)
N1 C5 C21 121.6(5)
C7 C6 C22 118.5(5)
C7 C6 N1 118.8(4)
C22 C6 N1 122.7(5)
C6 C7 C8 122.1(5)
C6 C7 H3 118.9
C8 C7 H3 118.9
C9 C8 C7 117.9(5)
C9 C8 C31 122.5(4)
C7 C8 C31 119.5(4)
C10 C9 C8 120.9(5)
C10 C9 H4 119.6
C8 C9 H4 119.6
C9 C10 C22 120.1(4)
C9 C10 N2 118.0(5)
C22 C10 N2 121.8(5)
C12 C11 C23 120.6(5)
C12 C11 N2 117.7(5)
C23 C11 N2 121.6(5)
C11 C12 C13 123.1(5)
C11 C12 H5 118.4
C13 C12 H5 118.4
C12 C13 C14 116.6(5)
C12 C13 C36 119.9(5)
C14 C13 C36 123.5(5)
C15 C14 C13 121.4(5)
C15 C14 H6 119.3
C13 C14 H6 119.3
C14 C15 N3 117.4(5)
C14 C15 C23 120.3(5)
N3 C15 C23 122.2(5)
C17 C16 C24 118.7(5)
C17 C16 N3 119.8(5)
C24 C16 N3 121.2(5)
C16 C17 C18 122.0(5)
C16 C17 H7 119.0
C18 C17 H7 119.0
C19 C18 C17 116.9(5)
C19 C18 C41 121.9(6)
C17 C18 C41 121.2(5)
C18 C19 C20 122.6(6)
C18 C19 H8 118.7
C20 C19 H8 118.7
C24 C20 C19 119.2(5)
C24 C20 N4 121.1(5)
C19 C20 N4 119.3(5)
O1 C21 C1 121.6(4)
O1 C21 C5 119.1(5)
C1 C21 C5 119.3(5)
O2 C22 C10 119.2(5)
O2 C22 C6 120.3(5)
C10 C22 C6 120.5(5)
O3 C23 C11 122.4(5)
O3 C23 C15 119.8(5)
C11 C23 C15 117.8(5)
O4 C24 C20 120.0(4)
O4 C24 C16 119.5(5)
C20 C24 C16 120.4(5)
O1 C25 H9 109.5
O1 C25 H10 109.5
H9 C25 H10 109.5
O1 C25 H11 109.5
H9 C25 H11 109.5
H10 C25 H11 109.5
C27 C26 C29 107.5(7)
C27 C26 C3 109.3(5)
C29 C26 C3 113.2(5)
C27 C26 C28 108.8(6)
C29 C26 C28 108.8(6)
C3 C26 C28 109.2(5)
C26 C27 H12 109.5
C26 C27 H13 109.5
H12 C27 H13 109.5
C26 C27 H14 109.5
H12 C27 H14 109.5
H13 C27 H14 109.5
C26 C28 H15 109.5
C26 C28 H16 109.5
H15 C28 H16 109.5
C26 C28 H17 109.5
H15 C28 H17 109.5
H16 C28 H17 109.5
C26 C29 H18 109.5
C26 C29 H19 109.5
H18 C29 H19 109.5
C26 C29 H20 109.5
H18 C29 H20 109.5
H19 C29 H20 109.5
O2 C30 H21 109.5
O2 C30 H22 109.5
H21 C30 H22 109.5
O2 C30 H23 109.5
H21 C30 H23 109.5
H22 C30 H23 109.5
C33 C31 C32 106.8(6)
C33 C31 C8 113.0(5)
C32 C31 C8 109.3(5)
C33 C31 C34 108.5(6)
C32 C31 C34 109.6(7)
C8 C31 C34 109.5(5)
C31 C32 H24 109.5
C31 C32 H25 109.5
H24 C32 H25 109.5
C31 C32 H26 109.5
H24 C32 H26 109.5
H25 C32 H26 109.5
C31 C33 H27 109.5
C31 C33 H28 109.5
H27 C33 H28 109.5
C31 C33 H29 109.5
H27 C33 H29 109.5
H28 C33 H29 109.5
C31 C34 H30 109.5
C31 C34 H31 109.5
H30 C34 H31 109.5
C31 C34 H32 109.5
H30 C34 H32 109.5
H31 C34 H32 109.5
O3 C35 H33 109.5
O3 C35 H34 109.5
H33 C35 H34 109.5
O3 C35 H35 109.5
H33 C35 H35 109.5
H34 C35 H35 109.5
C38 C36 C39 107.2(7)
C38 C36 C13 111.5(5)
C39 C36 C13 112.0(5)
C38 C36 C37 110.9(7)
C39 C36 C37 109.8(6)
C13 C36 C37 105.3(6)
C36 C37 H36 109.5
C36 C37 H37 109.5
H36 C37 H37 109.5
C36 C37 H38 109.5
H36 C37 H38 109.5
H37 C37 H38 109.5
C36 C38 H39 109.5
C36 C38 H40 109.5
H39 C38 H40 109.5
C36 C38 H41 109.5
H39 C38 H41 109.5
H40 C38 H41 109.5
C36 C39 H42 109.5
C36 C39 H43 109.5
H42 C39 H43 109.5
C36 C39 H44 109.5
H42 C39 H44 109.5
H43 C39 H44 109.5
O4 C40 H45 109.5
O4 C40 H46 109.5
H45 C40 H46 109.5
O4 C40 H47 109.5
H45 C40 H47 109.5
H46 C40 H47 109.5
C44 C41 C45 128.9(11)
C44 C41 C18 113.4(10)
C45 C41 C18 117.5(7)
C44 C41 C46 40.8(14)
C45 C41 C46 113.5(9)
C18 C41 C46 109.5(6)
C44 C41 C42 116.4(18)
C45 C41 C42 54.7(9)
C18 C41 C42 104.3(8)
C46 C41 C42 145.2(10)
C44 C41 C47 60.2(16)
C45 C41 C47 106.4(9)
C18 C41 C47 108.1(6)
C46 C41 C47 100.3(9)
C42 C41 C47 60.3(9)
C44 C41 C43 114.9(14)
C45 C41 C43 47.2(8)
C18 C41 C43 104.7(8)
C46 C41 C43 78.0(9)
C42 C41 C43 101.7(11)
C47 C41 C43 145.6(9)
C41 C42 H48 109.5
C41 C42 H49 109.5
H48 C42 H49 109.5
C41 C42 H50 109.5
H48 C42 H50 109.5
H49 C42 H50 109.5
C41 C43 H51 109.5
C41 C43 H52 109.5
H51 C43 H52 109.5
C41 C43 H53 109.5
H51 C43 H53 109.5
H52 C43 H53 109.5
C41 C44 H54 109.5
C41 C44 H55 109.5
H54 C44 H55 109.5
C41 C44 H56 109.5
H54 C44 H56 109.5
H55 C44 H56 109.5
C41 C45 H57 109.5
C41 C45 H58 109.5
C41 C45 H59 109.5
C41 C46 H60 109.5
C41 C46 H61 109.5
C41 C46 H62 109.5
C41 C47 H63 109.5
C41 C47 H64 109.5
C41 C47 H65 109.5
O5 C48 O6 165(8)
C24 O4 C40 113.6(5)
C21 O1 C25 112.6(4)
C10 N2 C11 129.6(5)
C10 N2 H67 115(3)
C11 N2 H67 116(3)
C5 N1 C6 128.1(4)
C5 N1 H66 116.0
C6 N1 H66 116.0
C22 O2 C30 113.3(4)
C23 O3 C35 116.0(5)
C20 N4 C1 128.3(5)
C20 N4 H69 119(3)
C1 N4 H69 112(3)
C15 N3 C16 128.3(5)
C15 N3 H68 115(3)
C16 N3 H68 114(3)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 C2 1.400(7)
C1 C21 1.402(7)
C1 N4 1.434(6)
C2 C3 1.398(7)
C2 H1 0.9500
C3 C4 1.417(7)
C3 C26 1.542(8)
C4 C5 1.393(7)
C4 H2 0.9500
C5 N1 1.396(7)
C5 C21 1.414(7)
C6 C7 1.397(7)
C6 C22 1.398(7)
C6 N1 1.413(6)
C7 C8 1.406(7)
C7 H3 0.9500
C8 C9 1.401(7)
C8 C31 1.548(8)
C9 C10 1.391(7)
C9 H4 0.9500
C10 C22 1.398(7)
C10 N2 1.408(6)
C11 C12 1.384(7)
C11 C23 1.399(7)
C11 N2 1.423(7)
C12 C13 1.390(7)
C12 H5 0.9500
C13 C14 1.412(8)
C13 C36 1.568(9)
C14 C15 1.403(8)
C14 H6 0.9500
C15 N3 1.407(7)
C15 C23 1.419(7)
C16 C17 1.398(8)
C16 C24 1.409(7)
C16 N3 1.410(7)
C17 C18 1.410(8)
C17 H7 0.9500
C18 C19 1.394(8)
C18 C41 1.545(9)
C19 C20 1.395(8)
C19 H8 0.9500
C20 C24 1.388(7)
C20 N4 1.404(6)
C21 O1 1.395(6)
C22 O2 1.391(6)
C23 O3 1.360(6)
C24 O4 1.381(6)
C25 O1 1.456(8)
C25 H9 0.9800
C25 H10 0.9800
C25 H11 0.9800
C26 C27 1.522(10)
C26 C29 1.527(9)
C26 C28 1.560(9)
C27 H12 0.9800
C27 H13 0.9800
C27 H14 0.9800
C28 H15 0.9800
C28 H16 0.9800
C28 H17 0.9800
C29 H18 0.9800
C29 H19 0.9800
C29 H20 0.9800
C30 O2 1.426(7)
C30 H21 0.9800
C30 H22 0.9800
C30 H23 0.9800
C31 C33 1.536(8)
C31 C32 1.547(9)
C31 C34 1.549(9)
C32 H24 0.9800
C32 H25 0.9800
C32 H26 0.9800
C33 H27 0.9800
C33 H28 0.9800
C33 H29 0.9800
C34 H30 0.9800
C34 H31 0.9800
C34 H32 0.9800
C35 O3 1.417(8)
C35 H33 0.9800
C35 H34 0.9800
C35 H35 0.9800
C36 C38 1.505(11)
C36 C39 1.524(9)
C36 C37 1.579(9)
C37 H36 0.9800
C37 H37 0.9800
C37 H38 0.9800
C38 H39 0.9800
C38 H40 0.9800
C38 H41 0.9800
C39 H42 0.9800
C39 H43 0.9800
C39 H44 0.9800
C40 O4 1.412(8)
C40 H45 0.9800
C40 H46 0.9800
C40 H47 0.9800
C41 C44 1.42(2)
C41 C45 1.470(13)
C41 C46 1.556(12)
C41 C42 1.560(19)
C41 C47 1.594(12)
C41 C43 1.599(14)
C42 H48 0.9800
C42 H49 0.9800
C42 H50 0.9800
C43 H51 0.9800
C43 H52 0.9800
C43 H53 0.9800
C44 H54 0.9800
C44 H55 0.9800
C44 H56 0.9800
C45 H57 0.9800
C45 H58 0.9800
C45 H59 0.9800
C46 H60 0.9800
C46 H61 0.9800
C46 H62 0.9800
C47 H63 0.9800
C47 H64 0.9800
C47 H65 0.9800
C48 O5 1.156(18)
C48 O6 1.182(17)
N2 H67 0.84(5)
N1 H66 0.8800
N4 H69 0.91(5)
N3 H68 0.89(6)
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
C21 C1 C2 C3 1.6(9)
N4 C1 C2 C3 -174.5(5)
C1 C2 C3 C4 -4.7(9)
C1 C2 C3 C26 -179.8(6)
C2 C3 C4 C5 4.1(9)
C26 C3 C4 C5 179.3(5)
C3 C4 C5 N1 174.4(5)
C3 C4 C5 C21 -0.3(8)
C22 C6 C7 C8 -2.0(7)
N1 C6 C7 C8 174.7(4)
C6 C7 C8 C9 3.0(7)
C6 C7 C8 C31 179.1(5)
C7 C8 C9 C10 -1.5(7)
C31 C8 C9 C10 -177.5(4)
C8 C9 C10 C22 -0.8(7)
C8 C9 C10 N2 -177.3(4)
C23 C11 C12 C13 -0.1(8)
N2 C11 C12 C13 -175.7(5)
C11 C12 C13 C14 -3.6(7)
C11 C12 C13 C36 177.5(5)
C12 C13 C14 C15 4.4(7)
C36 C13 C14 C15 -176.7(5)
C13 C14 C15 N3 174.3(5)
C13 C14 C15 C23 -1.6(8)
C24 C16 C17 C18 0.2(9)
N3 C16 C17 C18 174.2(5)
C16 C17 C18 C19 1.9(9)
C16 C17 C18 C41 179.8(6)
C17 C18 C19 C20 -1.3(9)
C41 C18 C19 C20 -179.2(6)
C18 C19 C20 C24 -1.4(9)
C18 C19 C20 N4 -174.8(5)
C2 C1 C21 O1 -179.3(5)
N4 C1 C21 O1 -3.2(8)
C2 C1 C21 C5 2.3(9)
N4 C1 C21 C5 178.4(5)
C4 C5 C21 O1 178.7(5)
N1 C5 C21 O1 4.1(8)
C4 C5 C21 C1 -2.9(8)
N1 C5 C21 C1 -177.5(5)
C9 C10 C22 O2 -178.6(4)
N2 C10 C22 O2 -2.3(7)
C9 C10 C22 C6 1.9(7)
N2 C10 C22 C6 178.2(4)
C7 C6 C22 O2 180.0(4)
N1 C6 C22 O2 3.4(7)
C7 C6 C22 C10 -0.5(7)
N1 C6 C22 C10 -177.1(4)
C12 C11 C23 O3 179.7(5)
N2 C11 C23 O3 -4.8(8)
C12 C11 C23 C15 3.0(8)
N2 C11 C23 C15 178.5(5)
C14 C15 C23 O3 -179.0(5)
N3 C15 C23 O3 5.3(8)
C14 C15 C23 C11 -2.2(8)
N3 C15 C23 C11 -177.9(5)
C19 C20 C24 O4 -179.4(5)
N4 C20 C24 O4 -6.1(8)
C19 C20 C24 C16 3.7(8)
N4 C20 C24 C16 176.9(5)
C17 C16 C24 O4 180.0(5)
N3 C16 C24 O4 6.1(8)
C17 C16 C24 C20 -3.1(8)
N3 C16 C24 C20 -176.9(5)
C2 C3 C26 C27 109.5(7)
C4 C3 C26 C27 -65.5(7)
C2 C3 C26 C29 -10.2(10)
C4 C3 C26 C29 174.7(6)
C2 C3 C26 C28 -131.6(6)
C4 C3 C26 C28 53.4(8)
C9 C8 C31 C33 -10.2(7)
C7 C8 C31 C33 173.8(5)
C9 C8 C31 C32 108.5(6)
C7 C8 C31 C32 -67.4(7)
C9 C8 C31 C34 -131.4(6)
C7 C8 C31 C34 52.7(7)
C12 C13 C36 C38 -47.9(7)
C14 C13 C36 C38 133.3(6)
C12 C13 C36 C39 -168.1(6)
C14 C13 C36 C39 13.1(9)
C12 C13 C36 C37 72.5(8)
C14 C13 C36 C37 -106.3(6)
C19 C18 C41 C44 -4.4(19)
C17 C18 C41 C44 177.8(17)
C19 C18 C41 C45 -179.5(9)
C17 C18 C41 C45 2.7(12)
C19 C18 C41 C46 -48.2(10)
C17 C18 C41 C46 134.1(8)
C19 C18 C41 C42 123.1(9)
C17 C18 C41 C42 -54.7(10)
C19 C18 C41 C47 60.2(9)
C17 C18 C41 C47 -117.6(8)
C19 C18 C41 C43 -130.4(9)
C17 C18 C41 C43 51.8(10)
C20 C24 O4 C40 88.2(7)
C16 C24 O4 C40 -94.8(7)
C1 C21 O1 C25 89.3(7)
C5 C21 O1 C25 -92.3(7)
C9 C10 N2 C11 -145.6(5)
C22 C10 N2 C11 37.9(8)
C12 C11 N2 C10 -151.3(5)
C23 C11 N2 C10 33.1(8)
C4 C5 N1 C6 142.9(5)
C21 C5 N1 C6 -42.4(8)
C7 C6 N1 C5 148.9(5)
C22 C6 N1 C5 -34.6(8)
C10 C22 O2 C30 93.8(6)
C6 C22 O2 C30 -86.6(6)
C11 C23 O3 C35 77.3(7)
C15 C23 O3 C35 -106.0(6)
C24 C20 N4 C1 40.3(9)
C19 C20 N4 C1 -146.5(6)
C2 C1 N4 C20 -144.9(6)
C21 C1 N4 C20 39.0(9)
C14 C15 N3 C16 154.8(6)
C23 C15 N3 C16 -29.4(9)
C17 C16 N3 C15 140.6(6)
C24 C16 N3 C15 -45.6(9)
