#------------------------------------------------------------------------------
#$Date: 2016-03-26 16:57:42 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180365 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/34/7203445.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_7203445
loop_
_publ_author_name
'Christer B. Aakeröy'
'Nate Schultheiss'
'John Desper'
_publ_section_title
;
 A pyridyl-functionalized cavitand: Starting point for hydrogen-bond
 driven assembly of heterodimeric capsules
;
_journal_issue                   7
_journal_name_full               CrystEngComm
_journal_page_first              502
_journal_paper_doi               10.1039/b606207e
_journal_volume                  8
_journal_year                    2006
_chemical_formula_moiety
;
(C80 H76 N4 O8) (C2 H3 N) (H2 O)2
;
_chemical_formula_sum            'C82 H83 N5 O10'
_chemical_formula_weight         1298.53
_chemical_name_common            'tetra-(3-pyridyl)ethynyl calixarene'
_chemical_name_systematic
;
tetra-(3-pyridyl)ethynyl calixarene
;
_space_group_IT_number           52
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2a 2bc'
_symmetry_space_group_name_H-M   'P n n a'
_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                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   25.359(2)
_cell_length_b                   22.2099(19)
_cell_length_c                   12.1129(10)
_cell_measurement_reflns_used    8261
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      28.95
_cell_measurement_theta_min      2.45
_cell_volume                     6822.2(10)
_computing_cell_refinement       'Bruker XSCANS'
_computing_data_collection       'Bruker XSCANS'
_computing_data_reduction        'Bruker SHELXTL'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.953
_diffrn_measured_fraction_theta_max 0.953
_diffrn_measurement_device_type  'Bruker P4'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0420
_diffrn_reflns_av_sigmaI/netI    0.0263
_diffrn_reflns_limit_h_max       34
_diffrn_reflns_limit_h_min       -33
_diffrn_reflns_limit_k_max       30
_diffrn_reflns_limit_k_min       -30
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            59454
_diffrn_reflns_theta_full        29.29
_diffrn_reflns_theta_max         29.29
_diffrn_reflns_theta_min         2.44
_exptl_absorpt_coefficient_mu    0.083
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.264
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       chip
_exptl_crystal_F_000             2760
_exptl_crystal_size_max          0.34
_exptl_crystal_size_mid          0.32
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.519
_refine_diff_density_min         -0.239
_refine_diff_density_rms         0.065
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.076
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     467
_refine_ls_number_reflns         8904
_refine_ls_number_restraints     9
_refine_ls_restrained_S_all      1.077
_refine_ls_R_factor_all          0.0638
_refine_ls_R_factor_gt           0.0558
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0750P)²+2.5000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1338
_refine_ls_wR_factor_ref         0.1401
_reflns_number_gt                7673
_reflns_number_total             8904
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            B606207E.txt
_cod_data_source_block           2
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Orthorhombic' changed to 'orthorhombic'
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_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_sg_symbol_H-M      Pnna
_cod_database_code               7203445
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z'
'-x+1/2, y+1/2, -z+1/2'
'x, -y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z'
'x-1/2, -y-1/2, z-1/2'
'-x, 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
O1S O -0.24958(5) 0.2500 -0.2500 0.0264(3) Uani 1 2 d S . .
H1 H -0.2284(7) 0.2190(8) -0.2568(15) 0.032 Uiso 1 1 d . . .
O2S O -0.2500 0.5000 -0.09137(14) 0.0396(4) Uani 1 2 d S . .
H2 H -0.2226(8) 0.5027(10) -0.0377(18) 0.047 Uiso 1 1 d . . .
N1S N -0.03285(15) 0.20040(17) -0.7961(4) 0.0647(11) Uani 0.50 1 d P . .
C1S C 0.00587(13) 0.22479(15) -0.7712(3) 0.0357(7) Uani 0.50 1 d PD . .
C2S C 0.05405(10) 0.2561(6) -0.7423(13) 0.0266(19) Uani 0.50 1 d PD . .
H2A H 0.0859(5) 0.2317(9) -0.761(2) 0.040 Uiso 0.50 1 d PD . .
H2B H 0.0584(8) 0.2946(8) -0.782(2) 0.040 Uiso 0.50 1 d PD . .
H2C H 0.0569(9) 0.2649(13) -0.6626(13) 0.040 Uiso 0.50 1 d PD . .
C11 C 0.05956(5) 0.19066(6) -0.06786(10) 0.0189(2) Uani 1 1 d . . .
C12 C 0.08274(5) 0.24799(6) -0.06798(10) 0.0189(2) Uani 1 1 d . . .
O12 O 0.05743(4) 0.29295(4) -0.12619(8) 0.0214(2) Uani 1 1 d . . .
C13 C 0.13034(5) 0.25904(6) -0.01359(10) 0.0177(2) Uani 1 1 d . . .
C14 C 0.15426(5) 0.21133(6) 0.04248(10) 0.0177(2) Uani 1 1 d . . .
H14A H 0.1863 0.2185 0.0808 0.021 Uiso 1 1 calc R . .
C15 C 0.13282(5) 0.15359(6) 0.04426(10) 0.0175(2) Uani 1 1 d . . .
C16 C 0.08538(5) 0.14417(6) -0.01141(10) 0.0186(2) Uani 1 1 d . . .
O16 O 0.06236(3) 0.08751(4) -0.01392(8) 0.02010(19) Uani 1 1 d . . .
C21 C 0.05591(5) 0.41763(6) 0.15588(11) 0.0186(2) Uani 1 1 d . . .
C22 C 0.08248(5) 0.42165(6) 0.25711(11) 0.0187(2) Uani 1 1 d . . .
O22 O 0.05970(4) 0.45704(4) 0.33862(8) 0.0208(2) Uani 1 1 d . . .
C23 C 0.13136(5) 0.39435(5) 0.27371(10) 0.0174(2) Uani 1 1 d . . .
C24 C 0.15315(5) 0.36229(6) 0.18592(10) 0.0179(2) Uani 1 1 d . . .
H24 H 0.1861 0.3428 0.1965 0.022 Uiso 1 1 calc R . .
C25 C 0.12857(5) 0.35769(6) 0.08312(10) 0.0174(2) Uani 1 1 d . . .
C26 C 0.07952(5) 0.38551(6) 0.06945(10) 0.0185(2) Uani 1 1 d . . .
O26 O 0.05390(4) 0.38571(4) -0.03133(8) 0.02090(19) Uani 1 1 d . . .
C31 C 0.15297(5) 0.32263(6) -0.01246(10) 0.0177(2) Uani 1 1 d . . .
H31 H 0.1411 0.3427 -0.0821 0.021 Uiso 1 1 calc R . .
C32 C 0.21351(5) 0.32495(6) -0.01170(10) 0.0198(2) Uani 1 1 d . . .
H32A H 0.2249 0.3672 -0.0019 0.024 Uiso 1 1 calc R . .
H32B H 0.2267 0.3016 0.0522 0.024 Uiso 1 1 calc R . .
C33 C 0.23839(5) 0.29998(7) -0.11703(11) 0.0243(3) Uani 1 1 d . . .
H33A H 0.2215 0.3192 -0.1818 0.029 Uiso 1 1 calc R . .
H33B H 0.2315 0.2562 -0.1213 0.029 Uiso 1 1 calc R . .
C34 C 0.29796(5) 0.31079(7) -0.12217(12) 0.0282(3) Uani 1 1 d . . .
H34A H 0.3103 0.3020 -0.1980 0.034 Uiso 1 1 calc R . .
H34B H 0.3049 0.3539 -0.1073 0.034 Uiso 1 1 calc R . .
C35 C 0.32990(6) 0.27316(8) -0.04146(13) 0.0321(3) Uani 1 1 d . . .
H35A H 0.3265 0.2301 -0.0614 0.038 Uiso 1 1 calc R . .
H35B H 0.3153 0.2785 0.0337 0.038 Uiso 1 1 calc R . .
C36 C 0.38823(7) 0.29034(11) -0.04093(19) 0.0524(5) Uani 1 1 d . . .
H36A H 0.4080 0.2614 0.0040 0.079 Uiso 1 1 calc R . .
H36B H 0.3923 0.3308 -0.0098 0.079 Uiso 1 1 calc R . .
H36C H 0.4018 0.2898 -0.1167 0.079 Uiso 1 1 calc R . .
C37 C 0.02621(5) 0.33319(6) -0.06307(11) 0.0220(3) Uani 1 1 d . . .
H37A H -0.0051 0.3450 -0.1069 0.026 Uiso 1 1 calc R . .
H37B H 0.0136 0.3122 0.0040 0.026 Uiso 1 1 calc R . .
C41 C 0.15649(5) 0.39758(6) 0.38771(10) 0.0179(2) Uani 1 1 d . . .
H41 H 0.1448 0.4362 0.4223 0.021 Uiso 1 1 calc R . .
C42 C 0.21685(5) 0.39827(6) 0.38542(11) 0.0197(2) Uani 1 1 d . . .
H42A H 0.2296 0.3595 0.3551 0.024 Uiso 1 1 calc R . .
H42B H 0.2288 0.4308 0.3354 0.024 Uiso 1 1 calc R . .
C43 C 0.24129(5) 0.40797(6) 0.49916(11) 0.0218(3) Uani 1 1 d . . .
H43A H 0.2281 0.4463 0.5304 0.026 Uiso 1 1 calc R . .
H43B H 0.2302 0.3750 0.5489 0.026 Uiso 1 1 calc R . .
C44 C 0.30124(5) 0.40985(7) 0.49388(12) 0.0252(3) Uani 1 1 d . . .
H44A H 0.3138 0.3733 0.4553 0.030 Uiso 1 1 calc R . .
H44B H 0.3120 0.4451 0.4492 0.030 Uiso 1 1 calc R . .
C45 C 0.32837(6) 0.41356(8) 0.60548(13) 0.0325(3) Uani 1 1 d . . .
H45A H 0.3167 0.3794 0.6521 0.039 Uiso 1 1 calc R . .
H45B H 0.3179 0.4514 0.6428 0.039 Uiso 1 1 calc R . .
C46 C 0.38840(6) 0.41183(10) 0.59343(17) 0.0498(5) Uani 1 1 d . . .
H46A H 0.3987 0.3755 0.5529 0.075 Uiso 1 1 calc R . .
H46B H 0.4047 0.4114 0.6668 0.075 Uiso 1 1 calc R . .
H46C H 0.4003 0.4475 0.5528 0.075 Uiso 1 1 calc R . .
C47 C 0.03051(5) 0.42691(6) 0.42147(11) 0.0209(3) Uani 1 1 d . . .
H47A H 0.0154 0.3894 0.3904 0.025 Uiso 1 1 calc R . .
H47B H 0.0009 0.4529 0.4456 0.025 Uiso 1 1 calc R . .
N51 N -0.16922(4) 0.15950(6) -0.25919(10) 0.0252(2) Uani 1 1 d . . .
C52 C -0.12396(5) 0.17636(6) -0.21223(11) 0.0228(3) Uani 1 1 d . . .
H52 H -0.1225 0.2150 -0.1786 0.027 Uiso 1 1 calc R . .
C53 C -0.07872(5) 0.14073(6) -0.20951(10) 0.0196(2) Uani 1 1 d . . .
C54 C -0.08205(5) 0.08332(6) -0.25574(12) 0.0241(3) Uani 1 1 d . . .
H54 H -0.0523 0.0573 -0.2559 0.029 Uiso 1 1 calc R . .
C55 C -0.12949(5) 0.06473(6) -0.30154(12) 0.0256(3) Uani 1 1 d . . .
H55 H -0.1330 0.0254 -0.3315 0.031 Uiso 1 1 calc R . .
C56 C -0.17163(5) 0.10439(7) -0.30291(11) 0.0248(3) Uani 1 1 d . . .
H56 H -0.2037 0.0918 -0.3364 0.030 Uiso 1 1 calc R . .
C57 C -0.03091(5) 0.16202(6) -0.15992(11) 0.0210(3) Uani 1 1 d . . .
C58 C 0.01015(5) 0.17803(6) -0.12066(10) 0.0201(2) Uani 1 1 d . . .
N61 N -0.17606(5) 0.50563(7) 0.09226(14) 0.0406(3) Uani 1 1 d . . .
C62 C -0.12748(6) 0.48255(7) 0.08707(14) 0.0328(3) Uani 1 1 d . . .
H62 H -0.1202 0.4537 0.0313 0.039 Uiso 1 1 calc R . .
C63 C -0.08706(5) 0.49837(6) 0.15852(11) 0.0216(3) Uani 1 1 d . . .
C64 C -0.09791(6) 0.54096(7) 0.23981(12) 0.0263(3) Uani 1 1 d . . .
H64 H -0.0712 0.5537 0.2896 0.032 Uiso 1 1 calc R . .
C65 C -0.14846(6) 0.56440(7) 0.24657(13) 0.0305(3) Uani 1 1 d . . .
H65 H -0.1571 0.5931 0.3017 0.037 Uiso 1 1 calc R . .
C66 C -0.18592(6) 0.54535(7) 0.17201(14) 0.0336(3) Uani 1 1 d . . .
H66 H -0.2205 0.5614 0.1778 0.040 Uiso 1 1 calc R . .
C67 C -0.03641(5) 0.47049(6) 0.14917(11) 0.0217(3) Uani 1 1 d . . .
C68 C 0.00547(5) 0.44602(6) 0.14524(11) 0.0205(3) Uani 1 1 d . . .
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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
H1 O1S H1 104(2) 4_554 . ?
H2 O2S H2 94(2) 2_465 . ?
N1S C1S C2S 178.7(8) . . ?
C1S C2S H2A 111.4(13) . . ?
C1S C2S H2B 113.0(12) . . ?
H2A C2S H2B 105.4(14) . . ?
C1S C2S H2C 113.2(12) . . ?
H2A C2S H2C 105.8(14) . . ?
H2B C2S H2C 107.6(15) . . ?
C16 C11 C12 118.27(11) . . ?
C16 C11 C58 118.81(12) . . ?
C12 C11 C58 122.90(12) . . ?
O12 C12 C13 121.03(11) . . ?
O12 C12 C11 117.54(11) . . ?
C13 C12 C11 121.41(12) . . ?
C12 O12 C37 116.11(10) . . ?
C14 C13 C12 118.11(12) . . ?
C14 C13 C31 122.33(11) . . ?
C12 C13 C31 119.49(11) . . ?
C15 C14 C13 122.44(11) . . ?
C15 C14 H14A 118.8 . . ?
C13 C14 H14A 118.8 . . ?
C14 C15 C16 117.84(11) . . ?
C14 C15 C41 122.70(11) . 4 ?
C16 C15 C41 119.23(11) . 4 ?
O16 C16 C15 120.62(11) . . ?
O16 C16 C11 117.46(11) . . ?
C15 C16 C11 121.92(12) . . ?
C16 O16 C47 115.30(10) . 4 ?
C26 C21 C22 118.72(11) . . ?
C26 C21 C68 122.59(12) . . ?
C22 C21 C68 118.68(11) . . ?
O22 C22 C23 120.90(11) . . ?
O22 C22 C21 117.28(11) . . ?
C23 C22 C21 121.71(11) . . ?
C22 O22 C47 117.03(10) . . ?
C24 C23 C22 117.68(11) . . ?
C24 C23 C41 123.36(11) . . ?
C22 C23 C41 118.84(11) . . ?
C23 C24 C25 122.72(11) . . ?
C23 C24 H24 118.6 . . ?
C25 C24 H24 118.6 . . ?
C24 C25 C26 118.05(11) . . ?
C24 C25 C31 122.19(11) . . ?
C26 C25 C31 119.75(11) . . ?
O26 C26 C25 121.58(11) . . ?
O26 C26 C21 117.20(11) . . ?
C25 C26 C21 121.10(11) . . ?
C26 O26 C37 118.06(10) . . ?
C13 C31 C25 109.07(10) . . ?
C13 C31 C32 114.03(10) . . ?
C25 C31 C32 112.56(10) . . ?
C13 C31 H31 106.9 . . ?
C25 C31 H31 106.9 . . ?
C32 C31 H31 106.9 . . ?
C33 C32 C31 113.31(11) . . ?
C33 C32 H32A 108.9 . . ?
C31 C32 H32A 108.9 . . ?
C33 C32 H32B 108.9 . . ?
C31 C32 H32B 108.9 . . ?
H32A C32 H32B 107.7 . . ?
C32 C33 C34 112.62(12) . . ?
C32 C33 H33A 109.1 . . ?
C34 C33 H33A 109.1 . . ?
C32 C33 H33B 109.1 . . ?
C34 C33 H33B 109.1 . . ?
H33A C33 H33B 107.8 . . ?
C35 C34 C33 114.42(12) . . ?
C35 C34 H34A 108.7 . . ?
C33 C34 H34A 108.7 . . ?
C35 C34 H34B 108.7 . . ?
C33 C34 H34B 108.7 . . ?
H34A C34 H34B 107.6 . . ?
C34 C35 C36 112.42(14) . . ?
C34 C35 H35A 109.1 . . ?
C36 C35 H35A 109.1 . . ?
C34 C35 H35B 109.1 . . ?
C36 C35 H35B 109.1 . . ?
H35A C35 H35B 107.9 . . ?
C35 C36 H36A 109.5 . . ?
C35 C36 H36B 109.5 . . ?
H36A C36 H36B 109.5 . . ?
C35 C36 H36C 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
O26 C37 O12 112.90(10) . . ?
O26 C37 H37A 109.0 . . ?
O12 C37 H37A 109.0 . . ?
O26 C37 H37B 109.0 . . ?
O12 C37 H37B 109.0 . . ?
H37A C37 H37B 107.8 . . ?
C23 C41 C15 106.85(10) . 4 ?
C23 C41 C42 113.74(10) . . ?
C15 C41 C42 114.22(10) 4 . ?
C23 C41 H41 107.2 . . ?
C15 C41 H41 107.2 4 . ?
C42 C41 H41 107.2 . . ?
C43 C42 C41 113.02(10) . . ?
C43 C42 H42A 109.0 . . ?
C41 C42 H42A 109.0 . . ?
C43 C42 H42B 109.0 . . ?
C41 C42 H42B 109.0 . . ?
H42A C42 H42B 107.8 . . ?
C44 C43 C42 111.81(11) . . ?
C44 C43 H43A 109.3 . . ?
C42 C43 H43A 109.3 . . ?
C44 C43 H43B 109.3 . . ?
C42 C43 H43B 109.3 . . ?
H43A C43 H43B 107.9 . . ?
C45 C44 C43 114.61(12) . . ?
C45 C44 H44A 108.6 . . ?
C43 C44 H44A 108.6 . . ?
C45 C44 H44B 108.6 . . ?
C43 C44 H44B 108.6 . . ?
H44A C44 H44B 107.6 . . ?
C44 C45 C46 111.37(13) . . ?
C44 C45 H45A 109.4 . . ?
C46 C45 H45A 109.4 . . ?
C44 C45 H45B 109.4 . . ?
C46 C45 H45B 109.4 . . ?
H45A C45 H45B 108.0 . . ?
C45 C46 H46A 109.5 . . ?
C45 C46 H46B 109.5 . . ?
H46A C46 H46B 109.5 . . ?
C45 C46 H46C 109.5 . . ?
H46A C46 H46C 109.5 . . ?
H46B C46 H46C 109.5 . . ?
O22 C47 O16 111.66(10) . 4 ?
O22 C47 H47A 109.3 . . ?
O16 C47 H47A 109.3 4 . ?
O22 C47 H47B 109.3 . . ?
O16 C47 H47B 109.3 4 . ?
H47A C47 H47B 108.0 . . ?
C52 N51 C56 117.75(12) . . ?
N51 C52 C53 123.96(13) . . ?
N51 C52 H52 118.0 . . ?
C53 C52 H52 118.0 . . ?
C52 C53 C54 117.36(12) . . ?
C52 C53 C57 121.24(12) . . ?
C54 C53 C57 121.40(12) . . ?
C55 C54 C53 119.00(12) . . ?
C55 C54 H54 120.5 . . ?
C53 C54 H54 120.5 . . ?
C56 C55 C54 118.98(13) . . ?
C56 C55 H55 120.5 . . ?
C54 C55 H55 120.5 . . ?
N51 C56 C55 122.89(12) . . ?
N51 C56 H56 118.6 . . ?
C55 C56 H56 118.6 . . ?
C58 C57 C53 177.35(15) . . ?
C57 C58 C11 173.56(14) . . ?
C66 N61 C62 117.48(14) . . ?
N61 C62 C63 123.71(14) . . ?
N61 C62 H62 118.1 . . ?
C63 C62 H62 118.1 . . ?
C62 C63 C64 117.86(13) . . ?
C62 C63 C67 120.30(13) . . ?
C64 C63 C67 121.82(12) . . ?
C65 C64 C63 118.66(14) . . ?
C65 C64 H64 120.7 . . ?
C63 C64 H64 120.7 . . ?
C66 C65 C64 118.92(14) . . ?
C66 C65 H65 120.5 . . ?
C64 C65 H65 120.5 . . ?
N61 C66 C65 123.34(14) . . ?
N61 C66 H66 118.3 . . ?
C65 C66 H66 118.3 . . ?
C68 C67 C63 177.36(15) . . ?
C67 C68 C21 172.51(14) . . ?
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
O1S H1 0.876(18) 4_554 ?
O1S H1 0.876(18) . ?
O2S H2 0.95(2) 2_465 ?
O2S H2 0.95(2) . ?
N1S C1S 1.161(5) . ?
C1S C2S 1.449(8) . ?
C2S H2A 0.999(9) . ?
C2S H2B 0.989(9) . ?
C2S H2C 0.987(9) . ?
C11 C16 1.4009(18) . ?
C11 C12 1.4024(18) . ?
C11 C58 1.4344(17) . ?
C12 O12 1.3806(15) . ?
C12 C13 1.3970(17) . ?
O12 C37 1.4179(16) . ?
C13 C14 1.3969(17) . ?
C13 C31 1.5247(17) . ?
C14 C15 1.3931(17) . ?
C14 H14A 0.9500 . ?
C15 C16 1.3949(17) . ?
C15 C41 1.5268(17) 4 ?
C16 O16 1.3877(15) . ?
O16 C47 1.4174(16) 4 ?
C21 C26 1.4012(18) . ?
C21 C22 1.4019(18) . ?
C21 C68 1.4319(17) . ?
C22 O22 1.3878(15) . ?
C22 C23 1.3944(17) . ?
O22 C47 1.4151(16) . ?
C23 C24 1.3940(17) . ?
C23 C41 1.5226(17) . ?
C24 C25 1.3964(17) . ?
C24 H24 0.9500 . ?
C25 C26 1.3986(17) . ?
C25 C31 1.5263(17) . ?
C26 O26 1.3829(15) . ?
O26 C37 1.4147(16) . ?
C31 C32 1.5359(17) . ?
C31 H31 1.0000 . ?
C32 C33 1.5276(18) . ?
C32 H32A 0.9900 . ?
C32 H32B 0.9900 . ?
C33 C34 1.5308(19) . ?
C33 H33A 0.9900 . ?
C33 H33B 0.9900 . ?
C34 C35 1.520(2) . ?
C34 H34A 0.9900 . ?
C34 H34B 0.9900 . ?
C35 C36 1.527(2) . ?
C35 H35A 0.9900 . ?
C35 H35B 0.9900 . ?
C36 H36A 0.9800 . ?
C36 H36B 0.9800 . ?
C36 H36C 0.9800 . ?
C37 H37A 0.9900 . ?
C37 H37B 0.9900 . ?
C41 C15 1.5267(17) 4 ?
C41 C42 1.5309(16) . ?
C41 H41 1.0000 . ?
C42 C43 1.5259(18) . ?
C42 H42A 0.9900 . ?
C42 H42B 0.9900 . ?
C43 C44 1.5222(17) . ?
C43 H43A 0.9900 . ?
C43 H43B 0.9900 . ?
C44 C45 1.5191(19) . ?
C44 H44A 0.9900 . ?
C44 H44B 0.9900 . ?
C45 C46 1.530(2) . ?
C45 H45A 0.9900 . ?
C45 H45B 0.9900 . ?
C46 H46A 0.9800 . ?
C46 H46B 0.9800 . ?
C46 H46C 0.9800 . ?
C47 O16 1.4173(16) 4 ?
C47 H47A 0.9900 . ?
C47 H47B 0.9900 . ?
N51 C52 1.3345(17) . ?
N51 C56 1.3350(19) . ?
C52 C53 1.3941(18) . ?
C52 H52 0.9500 . ?
C53 C54 1.3951(19) . ?
C53 C57 1.4334(18) . ?
C54 C55 1.3877(19) . ?
C54 H54 0.9500 . ?
C55 C56 1.385(2) . ?
C55 H55 0.9500 . ?
C56 H56 0.9500 . ?
C57 C58 1.1986(19) . ?
N61 C66 1.332(2) . ?
N61 C62 1.336(2) . ?
C62 C63 1.3867(19) . ?
C62 H62 0.9500 . ?
C63 C64 1.393(2) . ?
C63 C67 1.4305(18) . ?
C64 C65 1.386(2) . ?
C64 H64 0.9500 . ?
C65 C66 1.377(2) . ?
C65 H65 0.9500 . ?
C66 H66 0.9500 . ?
C67 C68 1.1940(18) . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O1S H1 N51 0.876(18) 2.000(19) 2.8644(15) 168.4(17) .
O2S H2 N61 0.95(2) 1.97(2) 2.912(2) 169.7(18) .
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 C11 C12 O12 178.49(11) . . . . ?
C58 C11 C12 O12 -3.01(18) . . . . ?
C16 C11 C12 C13 0.03(18) . . . . ?
C58 C11 C12 C13 178.53(12) . . . . ?
C13 C12 O12 C37 -81.83(14) . . . . ?
C11 C12 O12 C37 99.70(13) . . . . ?
O12 C12 C13 C14 -179.09(11) . . . . ?
C11 C12 C13 C14 -0.69(18) . . . . ?
O12 C12 C13 C31 3.84(18) . . . . ?
C11 C12 C13 C31 -177.75(11) . . . . ?
C12 C13 C14 C15 1.08(18) . . . . ?
C31 C13 C14 C15 178.06(11) . . . . ?
C13 C14 C15 C16 -0.78(18) . . . . ?
C13 C14 C15 C41 -175.32(11) . . . 4 ?
C14 C15 C16 O16 179.17(11) . . . . ?
C41 C15 C16 O16 -6.09(17) 4 . . . ?
C14 C15 C16 C11 0.07(18) . . . . ?
C41 C15 C16 C11 174.81(11) 4 . . . ?
C12 C11 C16 O16 -178.84(11) . . . . ?
C58 C11 C16 O16 2.60(17) . . . . ?
C12 C11 C16 C15 0.29(19) . . . . ?
C58 C11 C16 C15 -178.28(11) . . . . ?
C15 C16 O16 C47 84.52(14) . . . 4 ?
C11 C16 O16 C47 -96.35(13) . . . 4 ?
C26 C21 C22 O22 175.88(11) . . . . ?
C68 C21 C22 O22 -4.71(17) . . . . ?
C26 C21 C22 C23 -0.34(18) . . . . ?
C68 C21 C22 C23 179.07(12) . . . . ?
C23 C22 O22 C47 -84.27(14) . . . . ?
C21 C22 O22 C47 99.48(13) . . . . ?
O22 C22 C23 C24 -176.44(11) . . . . ?
C21 C22 C23 C24 -0.35(18) . . . . ?
O22 C22 C23 C41 7.35(17) . . . . ?
C21 C22 C23 C41 -176.57(11) . . . . ?
C22 C23 C24 C25 1.26(18) . . . . ?
C41 C23 C24 C25 177.29(11) . . . . ?
C23 C24 C25 C26 -1.42(18) . . . . ?
C23 C24 C25 C31 179.76(11) . . . . ?
C24 C25 C26 O26 176.58(11) . . . . ?
C31 C25 C26 O26 -4.57(18) . . . . ?
C24 C25 C26 C21 0.67(18) . . . . ?
C31 C25 C26 C21 179.52(11) . . . . ?
C22 C21 C26 O26 -175.91(11) . . . . ?
C68 C21 C26 O26 4.70(18) . . . . ?
C22 C21 C26 C25 0.17(18) . . . . ?
C68 C21 C26 C25 -179.21(12) . . . . ?
C25 C26 O26 C37 79.50(15) . . . . ?
C21 C26 O26 C37 -104.43(13) . . . . ?
C14 C13 C31 C25 -91.40(13) . . . . ?
C12 C13 C31 C25 85.54(14) . . . . ?
C14 C13 C31 C32 35.38(16) . . . . ?
C12 C13 C31 C32 -147.69(11) . . . . ?
C24 C25 C31 C13 95.01(13) . . . . ?
C26 C25 C31 C13 -83.79(14) . . . . ?
C24 C25 C31 C32 -32.60(16) . . . . ?
C26 C25 C31 C32 148.60(11) . . . . ?
C13 C31 C32 C33 65.38(14) . . . . ?
C25 C31 C32 C33 -169.68(11) . . . . ?
C31 C32 C33 C34 171.78(11) . . . . ?
C32 C33 C34 C35 70.79(17) . . . . ?
C33 C34 C35 C36 -173.83(15) . . . . ?
C26 O26 C37 O12 -92.01(13) . . . . ?
C12 O12 C37 O26 93.85(13) . . . . ?
C24 C23 C41 C15 -92.01(13) . . . 4 ?
C22 C23 C41 C15 83.98(13) . . . 4 ?
C24 C23 C41 C42 34.98(17) . . . . ?
C22 C23 C41 C42 -149.04(11) . . . . ?
C23 C41 C42 C43 174.12(11) . . . . ?
C15 C41 C42 C43 -62.85(14) 4 . . . ?
C41 C42 C43 C44 -178.72(11) . . . . ?
C42 C43 C44 C45 -174.59(12) . . . . ?
C43 C44 C45 C46 176.92(15) . . . . ?
C22 O22 C47 O16 92.03(12) . . . 4 ?
C56 N51 C52 C53 2.3(2) . . . . ?
N51 C52 C53 C54 -2.2(2) . . . . ?
N51 C52 C53 C57 178.54(13) . . . . ?
C52 C53 C54 C55 0.0(2) . . . . ?
C57 C53 C54 C55 179.26(13) . . . . ?
C53 C54 C55 C56 1.9(2) . . . . ?
C52 N51 C56 C55 -0.1(2) . . . . ?
C54 C55 C56 N51 -1.9(2) . . . . ?
C66 N61 C62 C63 -1.1(3) . . . . ?
N61 C62 C63 C64 -0.3(2) . . . . ?
N61 C62 C63 C67 178.50(15) . . . . ?
C62 C63 C64 C65 1.2(2) . . . . ?
C67 C63 C64 C65 -177.57(13) . . . . ?
C63 C64 C65 C66 -0.8(2) . . . . ?
C62 N61 C66 C65 1.5(3) . . . . ?
C64 C65 C66 N61 -0.6(2) . . . . ?
