#------------------------------------------------------------------------------
#$Date: 2016-03-26 02:40:04 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180150 $
#$URL: svn://www.crystallography.net/cod/cif/7/10/47/7104713.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_7104713
loop_
_publ_author_name
'Arunachalam, M'
'Ghosh, Pradyut'
_publ_section_title
;
 Recognition and complexation of hydrated fluoride anion:
 F2(H2O)(6)(2-) templated formation of a dimeric capsule of a tripodal
 amide.
;
_journal_issue                   36
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              5389
_journal_page_last               5391
_journal_paper_doi               10.1039/b910014h
_journal_volume                  34
_journal_year                    2009
_chemical_formula_sum            'C49 H66 N8 O12'
_chemical_formula_weight         959.10
_chemical_name_systematic
;
?
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                116.614(6)
_cell_angle_beta                 92.811(7)
_cell_angle_gamma                101.864(7)
_cell_formula_units_Z            2
_cell_length_a                   12.922(6)
_cell_length_b                   14.152(7)
_cell_length_c                   15.351(7)
_cell_measurement_reflns_used    1808
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      19.04
_cell_measurement_theta_min      2.18
_cell_volume                     2424(2)
_computing_cell_refinement       'BRUKER AXS SMART 3'
_computing_data_collection       'BRUKER AXS SMART 3'
_computing_data_reduction        'BRUKER AXS SAINT'
_computing_molecular_graphics    'BRUKER SHELXTL'
_computing_publication_material  'MERCURY 2.2'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 3
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'BRUKER CCD AREA DETECTOR'
_diffrn_measurement_method       'OMEGA SCAN'
_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  0.0963
_diffrn_reflns_av_sigmaI/netI    0.1193
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            21099
_diffrn_reflns_theta_full        23.89
_diffrn_reflns_theta_max         23.89
_diffrn_reflns_theta_min         1.50
_exptl_absorpt_coefficient_mu    0.095
_exptl_absorpt_correction_T_max  0.9850
_exptl_absorpt_correction_T_min  0.9666
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            COLORLESS
_exptl_crystal_density_diffrn    1.314
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       BLOCK
_exptl_crystal_F_000             1024
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.27
_exptl_crystal_size_min          0.16
_refine_diff_density_max         0.425
_refine_diff_density_min         -0.381
_refine_diff_density_rms         0.078
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.965
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     641
_refine_ls_number_reflns         7484
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.965
_refine_ls_R_factor_all          0.1287
_refine_ls_R_factor_gt           0.0732
_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)+(0.1108P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1747
_refine_ls_wR_factor_ref         0.2086
_reflns_number_gt                4320
_reflns_number_total             7484
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b910014h.txt
_cod_data_source_block           nis31_0m
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'TRICLINIC' changed to 'triclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from
2010-06-29.

'_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_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7104713
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.0233(3) 0.2572(3) 0.3596(3) 0.0303(9) Uani 1 1 d . . .
O2 O -0.0101(3) 0.3149(2) 0.3285(2) 0.0382(8) Uani 1 1 d . . .
O3 O 0.1217(2) 0.2831(2) 0.3944(2) 0.0337(8) Uani 1 1 d . . .
O4 O -0.0383(2) 0.1757(2) 0.3575(2) 0.0341(8) Uani 1 1 d . . .
C5 C 0.2768(3) 0.1276(4) 0.2314(3) 0.0352(12) Uani 1 1 d . . .
H5B H 0.3319 0.1353 0.1936 0.053 Uiso 1 1 calc R . .
H5C H 0.2709 0.0610 0.2356 0.053 Uiso 1 1 calc R . .
H5A H 0.2947 0.1885 0.2967 0.053 Uiso 1 1 calc R . .
C6 C 0.1706(3) 0.1242(3) 0.1816(3) 0.0236(10) Uani 1 1 d . . .
C7 C 0.0784(3) 0.0431(3) 0.1654(3) 0.0217(10) Uani 1 1 d . . .
C8 C 0.0866(4) -0.0418(3) 0.1967(3) 0.0263(10) Uani 1 1 d . . .
H8A H 0.0268 -0.1055 0.1612 0.032 Uiso 1 1 calc R . .
H8B H 0.1523 -0.0642 0.1809 0.032 Uiso 1 1 calc R . .
N9 N 0.0861(3) 0.0025(3) 0.3034(2) 0.0258(9) Uani 1 1 d . . .
H9 H 0.039(4) 0.049(4) 0.329(3) 0.046(14) Uiso 1 1 d . . .
C10 C 0.1458(3) -0.0242(3) 0.3585(3) 0.0226(10) Uani 1 1 d . . .
O11 O 0.2024(2) -0.0877(2) 0.3245(2) 0.0317(8) Uani 1 1 d . . .
C12 C 0.1417(3) 0.0299(4) 0.4680(3) 0.0263(10) Uani 1 1 d . . .
C13 C 0.1167(3) 0.1294(3) 0.5160(3) 0.0274(10) Uani 1 1 d . . .
H13 H 0.0981 0.1630 0.4798 0.033 Uiso 1 1 calc R . .
C14 C 0.1191(4) 0.1797(4) 0.6173(3) 0.0318(11) Uani 1 1 d . . .
H14 H 0.1023 0.2468 0.6483 0.038 Uiso 1 1 calc R . .
C15 C 0.1462(4) 0.1316(4) 0.6723(3) 0.0333(11) Uani 1 1 d . . .
H15 H 0.1477 0.1661 0.7403 0.040 Uiso 1 1 calc R . .
C16 C 0.1711(3) 0.0320(4) 0.6270(3) 0.0313(11) Uani 1 1 d . . .
H16 H 0.1893 -0.0013 0.6636 0.038 Uiso 1 1 calc R . .
C17 C 0.1683(3) -0.0171(4) 0.5255(3) 0.0289(11) Uani 1 1 d . . .
N18 N 0.1934(4) -0.1237(3) 0.4827(3) 0.0351(10) Uani 1 1 d . . .
O19 O 0.2832(3) -0.1271(3) 0.5068(3) 0.0510(10) Uani 1 1 d . . .
O20 O 0.1211(3) -0.2041(3) 0.4288(3) 0.0450(9) Uani 1 1 d . . .
C21 C -0.0217(3) 0.0460(3) 0.1276(3) 0.0242(10) Uani 1 1 d . . .
C22 C -0.1218(3) -0.0343(4) 0.1193(3) 0.0306(11) Uani 1 1 d . . .
H22C H -0.1516 -0.0812 0.0509 0.046 Uiso 1 1 calc R . .
H22A H -0.1727 0.0041 0.1526 0.046 Uiso 1 1 calc R . .
H22B H -0.1054 -0.0776 0.1490 0.046 Uiso 1 1 calc R . .
C23 C -0.0264(3) 0.1305(3) 0.1045(3) 0.0254(10) Uani 1 1 d . . .
C24 C -0.1343(3) 0.1390(4) 0.0679(3) 0.0307(11) Uani 1 1 d . . .
H24A H -0.1289 0.1527 0.0116 0.037 Uiso 1 1 calc R . .
H24B H -0.1879 0.0708 0.0473 0.037 Uiso 1 1 calc R . .
N25 N -0.1661(3) 0.2284(3) 0.1477(3) 0.0269(9) Uani 1 1 d . . .
H25 H -0.134(3) 0.248(3) 0.203(3) 0.014(11) Uiso 1 1 d . . .
C26 C -0.2288(3) 0.2835(3) 0.1291(3) 0.0251(10) Uani 1 1 d . . .
O27 O -0.2707(3) 0.2567(3) 0.0445(2) 0.0392(9) Uani 1 1 d . . .
C28 C -0.2441(3) 0.3827(3) 0.2154(3) 0.0225(10) Uani 1 1 d . . .
C29 C -0.1608(4) 0.4555(3) 0.2920(3) 0.0282(11) Uani 1 1 d . . .
H29 H -0.0938 0.4408 0.2918 0.034 Uiso 1 1 calc R . .
C30 C -0.1758(4) 0.5479(4) 0.3674(3) 0.0324(11) Uani 1 1 d . . .
H30 H -0.1190 0.5951 0.4180 0.039 Uiso 1 1 calc R . .
C31 C -0.2741(4) 0.5728(4) 0.3701(3) 0.0340(11) Uani 1 1 d . . .
H31 H -0.2836 0.6354 0.4227 0.041 Uiso 1 1 calc R . .
C32 C -0.3585(3) 0.5038(3) 0.2939(3) 0.0286(11) Uani 1 1 d . . .
H32 H -0.4245 0.5203 0.2930 0.034 Uiso 1 1 calc R . .
C33 C -0.3417(3) 0.4103(3) 0.2198(3) 0.0253(10) Uani 1 1 d . . .
N34 N -0.4366(3) 0.3345(3) 0.1462(3) 0.0290(9) Uani 1 1 d . . .
O35 O -0.4854(2) 0.3705(3) 0.1028(2) 0.0375(8) Uani 1 1 d . . .
O36 O -0.4655(3) 0.2419(3) 0.1364(2) 0.0453(9) Uani 1 1 d . . .
C37 C 0.0649(3) 0.2103(3) 0.1189(3) 0.0244(10) Uani 1 1 d . . .
C38 C 0.0598(4) 0.3058(4) 0.1003(3) 0.0366(12) Uani 1 1 d . . .
H38A H -0.0102 0.2927 0.0664 0.055 Uiso 1 1 calc R . .
H38B H 0.1125 0.3137 0.0605 0.055 Uiso 1 1 calc R . .
H38C H 0.0737 0.3715 0.1622 0.055 Uiso 1 1 calc R . .
C39 C 0.1645(3) 0.2094(3) 0.1610(3) 0.0255(10) Uani 1 1 d . . .
C40 C 0.2595(4) 0.3030(4) 0.1909(3) 0.0323(11) Uani 1 1 d . . .
H40A H 0.3238 0.2769 0.1807 0.039 Uiso 1 1 calc R . .
H40B H 0.2532 0.3389 0.1505 0.039 Uiso 1 1 calc R . .
N41 N 0.2672(3) 0.3809(3) 0.2949(3) 0.0293(9) Uani 1 1 d . . .
H41 H 0.223(4) 0.361(4) 0.326(4) 0.055(17) Uiso 1 1 d . . .
C42 C 0.3284(3) 0.4816(4) 0.3307(3) 0.0270(10) Uani 1 1 d . . .
O43 O 0.3906(2) 0.5100(2) 0.2844(2) 0.0350(8) Uani 1 1 d . . .
C44 C 0.3289(4) 0.5616(4) 0.4374(3) 0.0322(11) Uani 1 1 d . . .
C45 C 0.4280(4) 0.6003(4) 0.5028(4) 0.0395(12) Uani 1 1 d . . .
H45 H 0.4869 0.5742 0.4798 0.047 Uiso 1 1 calc R . .
C46 C 0.4359(4) 0.6759(4) 0.5992(4) 0.0473(14) Uani 1 1 d . . .
H46 H 0.5005 0.7011 0.6416 0.057 Uiso 1 1 calc R . .
C47 C 0.3484(4) 0.7155(4) 0.6348(4) 0.0400(12) Uani 1 1 d . . .
H47 H 0.3557 0.7669 0.7007 0.048 Uiso 1 1 calc R . .
C48 C 0.2513(4) 0.6802(4) 0.5742(3) 0.0391(12) Uani 1 1 d . . .
H48 H 0.1925 0.7062 0.5976 0.047 Uiso 1 1 calc R . .
C49 C 0.2457(4) 0.6029(4) 0.4755(3) 0.0354(12) Uani 1 1 d . . .
N50 N 0.1441(3) 0.5714(3) 0.4133(3) 0.0359(10) Uani 1 1 d . . .
O51 O 0.0622(3) 0.5786(3) 0.4506(3) 0.0511(10) Uani 1 1 d . . .
O52 O 0.1444(3) 0.5412(3) 0.3233(2) 0.0434(9) Uani 1 1 d . . .
N53 N 0.3640(2) 0.7120(3) 0.1764(2) 0.0208(8) Uani 1 1 d . . .
C54 C 0.3782(3) 0.8204(3) 0.1754(3) 0.0234(10) Uani 1 1 d . . .
H54B H 0.3703 0.8747 0.2399 0.028 Uiso 1 1 calc R . .
H54A H 0.3209 0.8133 0.1278 0.028 Uiso 1 1 calc R . .
C55 C 0.4845(3) 0.8625(3) 0.1505(3) 0.0263(10) Uani 1 1 d . . .
H55B H 0.5421 0.8787 0.2021 0.032 Uiso 1 1 calc R . .
H55A H 0.4967 0.8062 0.0891 0.032 Uiso 1 1 calc R . .
C56 C 0.4861(3) 0.9642(3) 0.1405(3) 0.0315(11) Uani 1 1 d . . .
H56A H 0.4261 0.9489 0.0914 0.038 Uiso 1 1 calc R . .
H56B H 0.4775 1.0216 0.2030 0.038 Uiso 1 1 calc R . .
C57 C 0.5890(4) 1.0038(4) 0.1105(4) 0.0424(13) Uani 1 1 d . . .
H57B H 0.6482 1.0230 0.1608 0.064 Uiso 1 1 calc R . .
H57C H 0.5859 1.0667 0.1025 0.064 Uiso 1 1 calc R . .
H57A H 0.5984 0.9468 0.0493 0.064 Uiso 1 1 calc R . .
C58 C 0.4552(3) 0.7165(3) 0.2468(3) 0.0224(10) Uani 1 1 d . . .
H58A H 0.4420 0.6465 0.2468 0.027 Uiso 1 1 calc R . .
H58B H 0.5214 0.7262 0.2210 0.027 Uiso 1 1 calc R . .
C59 C 0.4709(3) 0.8048(3) 0.3517(3) 0.0279(10) Uani 1 1 d . . .
H59A H 0.4044 0.7984 0.3777 0.033 Uiso 1 1 calc R . .
H59B H 0.4901 0.8757 0.3536 0.033 Uiso 1 1 calc R . .
C60 C 0.5584(3) 0.7962(4) 0.4154(3) 0.0284(11) Uani 1 1 d . . .
H60B H 0.6254 0.8063 0.3910 0.034 Uiso 1 1 calc R . .
H60A H 0.5410 0.7234 0.4096 0.034 Uiso 1 1 calc R . .
C61 C 0.5732(4) 0.8797(4) 0.5237(3) 0.0396(12) Uani 1 1 d . . .
H61B H 0.5967 0.9520 0.5306 0.059 Uiso 1 1 calc R . .
H61C H 0.6260 0.8676 0.5611 0.059 Uiso 1 1 calc R . .
H61A H 0.5064 0.8722 0.5477 0.059 Uiso 1 1 calc R . .
C62 C 0.3659(3) 0.6235(3) 0.0730(3) 0.0233(10) Uani 1 1 d . . .
H62A H 0.3197 0.6314 0.0262 0.028 Uiso 1 1 calc R . .
H62B H 0.4382 0.6366 0.0586 0.028 Uiso 1 1 calc R . .
C63 C 0.3318(3) 0.5073(3) 0.0551(3) 0.0253(10) Uani 1 1 d . . .
H63A H 0.2580 0.4909 0.0647 0.030 Uiso 1 1 calc R . .
H63B H 0.3760 0.4979 0.1021 0.030 Uiso 1 1 calc R . .
C64 C 0.3428(3) 0.4289(3) -0.0498(3) 0.0272(10) Uani 1 1 d . . .
H64A H 0.3010 0.4411 -0.0963 0.033 Uiso 1 1 calc R . .
H64B H 0.4172 0.4443 -0.0583 0.033 Uiso 1 1 calc R . .
C65 C 0.3052(4) 0.3103(4) -0.0726(3) 0.0336(11) Uani 1 1 d . . .
H65A H 0.3472 0.2976 -0.0275 0.050 Uiso 1 1 calc R . .
H65C H 0.3136 0.2640 -0.1390 0.050 Uiso 1 1 calc R . .
H65B H 0.2311 0.2943 -0.0658 0.050 Uiso 1 1 calc R . .
C66 C 0.2591(3) 0.6858(3) 0.2102(3) 0.0236(10) Uani 1 1 d . . .
H66A H 0.2600 0.7449 0.2751 0.028 Uiso 1 1 calc R . .
H66B H 0.2541 0.6201 0.2169 0.028 Uiso 1 1 calc R . .
C67 C 0.1586(3) 0.6687(3) 0.1421(3) 0.0252(10) Uani 1 1 d . . .
H67A H 0.1563 0.7373 0.1431 0.030 Uiso 1 1 calc R . .
H67B H 0.1608 0.6164 0.0749 0.030 Uiso 1 1 calc R . .
C68 C 0.0596(3) 0.6272(4) 0.1758(3) 0.0309(11) Uani 1 1 d . . .
H68A H 0.0631 0.6746 0.2457 0.037 Uiso 1 1 calc R . .
H68B H 0.0583 0.5546 0.1670 0.037 Uiso 1 1 calc R . .
C69 C -0.0427(3) 0.6224(4) 0.1202(3) 0.0367(12) Uani 1 1 d . . .
H69A H -0.0447 0.6949 0.1332 0.055 Uiso 1 1 calc R . .
H69C H -0.1031 0.5912 0.1414 0.055 Uiso 1 1 calc R . .
H69B H -0.0453 0.5780 0.0507 0.055 Uiso 1 1 calc R . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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
O4 N1 O2 121.3(4) 1 1 ?
O4 N1 O2 121.3(4) . 1 ?
O4 N1 O2 121.3(4) 1 . ?
O4 N1 O2 121.3(4) . . ?
O4 N1 O3 119.9(4) 1 1 ?
O4 N1 O3 119.9(4) . 1 ?
O2 N1 O3 118.8(4) 1 1 ?
O2 N1 O3 118.8(4) . 1 ?
O4 N1 O3 119.9(4) 1 . ?
O4 N1 O3 119.9(4) . . ?
O2 N1 O3 118.8(4) 1 . ?
O2 N1 O3 118.8(4) . . ?
C6 C5 H5B 109.5 . . ?
C6 C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C6 C5 H5A 109.5 . . ?
H5B C5 H5A 109.5 . . ?
H5C C5 H5A 109.5 . . ?
C39 C6 C7 120.3(4) . . ?
C39 C6 C5 118.7(4) . . ?
C7 C6 C5 120.7(4) . . ?
C6 C7 C21 120.5(4) . . ?
C6 C7 C8 118.7(4) . . ?
C21 C7 C8 120.6(4) . . ?
N9 C8 C7 110.1(3) . . ?
N9 C8 H8A 109.6 . . ?
C7 C8 H8A 109.6 . . ?
N9 C8 H8B 109.6 . . ?
C7 C8 H8B 109.6 . . ?
H8A C8 H8B 108.2 . . ?
C10 N9 C8 121.2(4) . . ?
C10 N9 H9 124(3) . . ?
C8 N9 H9 115(3) . . ?
O11 C10 N9 123.4(4) . . ?
O11 C10 C12 120.3(4) . . ?
N9 C10 C12 116.3(4) . . ?
C13 C12 C17 117.1(4) . . ?
C13 C12 C10 122.3(4) . . ?
C17 C12 C10 120.6(4) . . ?
C12 C13 C14 121.0(4) . . ?
C12 C13 H13 119.5 . . ?
C14 C13 H13 119.5 . . ?
C15 C14 C13 120.6(4) . . ?
C15 C14 H14 119.7 . . ?
C13 C14 H14 119.7 . . ?
C14 C15 C16 120.1(4) . . ?
C14 C15 H15 119.9 . . ?
C16 C15 H15 119.9 . . ?
C15 C16 C17 118.4(4) . . ?
C15 C16 H16 120.8 . . ?
C17 C16 H16 120.8 . . ?
C16 C17 C12 122.7(4) . . ?
C16 C17 N18 115.2(4) . . ?
C12 C17 N18 122.1(4) . . ?
O19 N18 O20 124.2(4) . . ?
O19 N18 C17 118.0(4) . . ?
O20 N18 C17 117.7(4) . . ?
C23 C21 C7 118.7(4) . . ?
C23 C21 C22 120.6(4) . . ?
C7 C21 C22 120.6(4) . . ?
C21 C22 H22C 109.5 . . ?
C21 C22 H22A 109.5 . . ?
H22C C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
H22C C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C37 C23 C21 121.1(4) . . ?
C37 C23 C24 118.9(4) . . ?
C21 C23 C24 119.9(4) . . ?
N25 C24 C23 109.2(3) . . ?
N25 C24 H24A 109.8 . . ?
C23 C24 H24A 109.8 . . ?
N25 C24 H24B 109.8 . . ?
C23 C24 H24B 109.8 . . ?
H24A C24 H24B 108.3 . . ?
C26 N25 C24 121.6(4) . . ?
C26 N25 H25 123(3) . . ?
C24 N25 H25 114(3) . . ?
O27 C26 N25 122.3(4) . . ?
O27 C26 C28 120.6(4) . . ?
N25 C26 C28 117.0(4) . . ?
C33 C28 C29 116.5(4) . . ?
C33 C28 C26 121.1(4) . . ?
C29 C28 C26 122.3(4) . . ?
C30 C29 C28 121.0(4) . . ?
C30 C29 H29 119.5 . . ?
C28 C29 H29 119.5 . . ?
C29 C30 C31 121.2(4) . . ?
C29 C30 H30 119.4 . . ?
C31 C30 H30 119.4 . . ?
C30 C31 C32 119.6(4) . . ?
C30 C31 H31 120.2 . . ?
C32 C31 H31 120.2 . . ?
C33 C32 C31 118.0(4) . . ?
C33 C32 H32 121.0 . . ?
C31 C32 H32 121.0 . . ?
C32 C33 C28 123.7(4) . . ?
C32 C33 N34 115.8(4) . . ?
C28 C33 N34 120.3(4) . . ?
O36 N34 O35 124.0(4) . . ?
O36 N34 C33 118.4(4) . . ?
O35 N34 C33 117.4(4) . . ?
C23 C37 C39 119.8(4) . . ?
C23 C37 C38 121.6(4) . . ?
C39 C37 C38 118.3(4) . . ?
C37 C38 H38A 109.5 . . ?
C37 C38 H38B 109.5 . . ?
H38A C38 H38B 109.5 . . ?
C37 C38 H38C 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
C6 C39 C37 119.5(4) . . ?
C6 C39 C40 120.0(4) . . ?
C37 C39 C40 120.4(4) . . ?
N41 C40 C39 109.9(4) . . ?
N41 C40 H40A 109.7 . . ?
C39 C40 H40A 109.7 . . ?
N41 C40 H40B 109.7 . . ?
C39 C40 H40B 109.7 . . ?
H40A C40 H40B 108.2 . . ?
C42 N41 C40 119.9(4) . . ?
C42 N41 H41 124(4) . . ?
C40 N41 H41 116(4) . . ?
O43 C42 N41 122.9(4) 1 . ?
O43 C42 N41 122.9(4) . . ?
O43 C42 C44 118.7(4) 1 . ?
O43 C42 C44 118.7(4) . . ?
N41 C42 C44 118.1(4) . . ?
C49 C44 C45 117.3(4) . . ?
C49 C44 C42 126.3(4) . . ?
C45 C44 C42 116.3(4) . . ?
C46 C45 C44 119.7(5) . . ?
C46 C45 H45 120.2 . . ?
C44 C45 H45 120.2 . . ?
C45 C46 C47 120.9(5) . . ?
C45 C46 H46 119.6 . . ?
C47 C46 H46 119.6 . . ?
C48 C47 C46 121.3(5) . . ?
C48 C47 H47 119.4 . . ?
C46 C47 H47 119.4 . . ?
C47 C48 C49 116.6(5) . . ?
C47 C48 H48 121.7 . . ?
C49 C48 H48 121.7 . . ?
C44 C49 C48 124.3(4) . . ?
C44 C49 N50 120.7(4) . . ?
C48 C49 N50 114.9(4) . . ?
O51 N50 O52 122.8(4) . . ?
O51 N50 C49 119.4(4) . . ?
O52 N50 C49 117.8(4) . . ?
C66 N53 C54 109.1(3) . . ?
C66 N53 C62 110.8(3) . . ?
C54 N53 C62 109.2(3) . . ?
C66 N53 C58 108.8(3) . . ?
C54 N53 C58 111.0(3) . . ?
C62 N53 C58 108.0(3) . . ?
N53 C54 C55 115.3(3) . . ?
N53 C54 H54B 108.4 . . ?
C55 C54 H54B 108.4 . . ?
N53 C54 H54A 108.4 . . ?
C55 C54 H54A 108.4 . . ?
H54B C54 H54A 107.5 . . ?
C56 C55 C54 111.2(3) . . ?
C56 C55 H55B 109.4 . . ?
C54 C55 H55B 109.4 . . ?
C56 C55 H55A 109.4 . . ?
C54 C55 H55A 109.4 . . ?
H55B C55 H55A 108.0 . . ?
C57 C56 C55 111.9(4) . . ?
C57 C56 H56A 109.2 . . ?
C55 C56 H56A 109.2 . . ?
C57 C56 H56B 109.2 . . ?
C55 C56 H56B 109.2 . . ?
H56A C56 H56B 107.9 . . ?
C56 C57 H57B 109.5 . . ?
C56 C57 H57C 109.5 . . ?
H57B C57 H57C 109.5 . . ?
C56 C57 H57A 109.5 . . ?
H57B C57 H57A 109.5 . . ?
H57C C57 H57A 109.5 . . ?
C59 C58 N53 115.8(3) . . ?
C59 C58 H58A 108.3 . . ?
N53 C58 H58A 108.3 . . ?
C59 C58 H58B 108.3 . . ?
N53 C58 H58B 108.3 . . ?
H58A C58 H58B 107.4 . . ?
C58 C59 C60 110.8(3) . . ?
C58 C59 H59A 109.5 . . ?
C60 C59 H59A 109.5 . . ?
C58 C59 H59B 109.5 . . ?
C60 C59 H59B 109.5 . . ?
H59A C59 H59B 108.1 . . ?
C59 C60 C61 113.0(4) . . ?
C59 C60 H60B 109.0 . . ?
C61 C60 H60B 109.0 . . ?
C59 C60 H60A 109.0 . . ?
C61 C60 H60A 109.0 . . ?
H60B C60 H60A 107.8 . . ?
C60 C61 H61B 109.5 . . ?
C60 C61 H61C 109.5 . . ?
H61B C61 H61C 109.5 . . ?
C60 C61 H61A 109.5 . . ?
H61B C61 H61A 109.5 . . ?
H61C C61 H61A 109.5 . . ?
C63 C62 N53 116.5(3) . . ?
C63 C62 H62A 108.2 . . ?
N53 C62 H62A 108.2 . . ?
C63 C62 H62B 108.2 . . ?
N53 C62 H62B 108.2 . . ?
H62A C62 H62B 107.3 . . ?
C62 C63 C64 110.3(3) . . ?
C62 C63 H63A 109.6 . . ?
C64 C63 H63A 109.6 . . ?
C62 C63 H63B 109.6 . . ?
C64 C63 H63B 109.6 . . ?
H63A C63 H63B 108.1 . . ?
C65 C64 C63 112.2(4) . . ?
C65 C64 H64A 109.2 . . ?
C63 C64 H64A 109.2 . . ?
C65 C64 H64B 109.2 . . ?
C63 C64 H64B 109.2 . . ?
H64A C64 H64B 107.9 . . ?
C64 C65 H65A 109.5 . . ?
C64 C65 H65C 109.5 . . ?
H65A C65 H65C 109.5 . . ?
C64 C65 H65B 109.5 . . ?
H65A C65 H65B 109.5 . . ?
H65C C65 H65B 109.5 . . ?
N53 C66 C67 115.3(3) . . ?
N53 C66 H66A 108.5 . . ?
C67 C66 H66A 108.5 . . ?
N53 C66 H66B 108.5 . . ?
C67 C66 H66B 108.5 . . ?
H66A C66 H66B 107.5 . . ?
C68 C67 C66 110.0(3) . . ?
C68 C67 H67A 109.7 . . ?
C66 C67 H67A 109.7 . . ?
C68 C67 H67B 109.7 . . ?
C66 C67 H67B 109.7 . . ?
H67A C67 H67B 108.2 . . ?
C67 C68 C69 112.8(4) . . ?
C67 C68 H68A 109.0 . . ?
C69 C68 H68A 109.0 . . ?
C67 C68 H68B 109.0 . . ?
C69 C68 H68B 109.0 . . ?
H68A C68 H68B 107.8 . . ?
C68 C69 H69A 109.5 . . ?
C68 C69 H69C 109.5 . . ?
H69A C69 H69C 109.5 . . ?
C68 C69 H69B 109.5 . . ?
H69A C69 H69B 109.5 . . ?
H69C C69 H69B 109.5 . . ?
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
N1 O4 1.246(5) 1 ?
N1 O4 1.246(5) . ?
N1 O2 1.247(4) 1 ?
N1 O2 1.247(4) . ?
N1 O3 1.266(4) 1 ?
N1 O3 1.266(4) . ?
C5 C6 1.519(6) . ?
C5 H5B 0.9600 . ?
C5 H5C 0.9600 . ?
C5 H5A 0.9600 . ?
C6 C39 1.392(6) . ?
C6 C7 1.398(6) . ?
C7 C21 1.407(6) . ?
C7 C8 1.501(5) . ?
C8 N9 1.469(5) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
N9 C10 1.339(5) . ?
N9 H9 0.95(5) . ?
C10 O11 1.225(5) . ?
C10 C12 1.512(6) . ?
C12 C13 1.382(6) . ?
C12 C17 1.390(6) . ?
C13 C14 1.385(6) . ?
C13 H13 0.9300 . ?
C14 C15 1.373(6) . ?
C14 H14 0.9300 . ?
C15 C16 1.379(6) . ?
C15 H15 0.9300 . ?
C16 C17 1.387(6) . ?
C16 H16 0.9300 . ?
C17 N18 1.465(6) . ?
N18 O19 1.218(5) . ?
N18 O20 1.223(5) . ?
C21 C23 1.403(6) . ?
C21 C22 1.494(6) . ?
C22 H22C 0.9600 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C23 C37 1.385(6) . ?
C23 C24 1.525(6) . ?
C24 N25 1.465(5) . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
N25 C26 1.336(5) . ?
N25 H25 0.83(4) . ?
C26 O27 1.236(5) . ?
C26 C28 1.496(6) . ?
C28 C33 1.392(6) . ?
C28 C29 1.392(6) . ?
C29 C30 1.364(6) . ?
C29 H29 0.9300 . ?
C30 C31 1.384(6) . ?
C30 H30 0.9300 . ?
C31 C32 1.388(6) . ?
C31 H31 0.9300 . ?
C32 C33 1.372(6) . ?
C32 H32 0.9300 . ?
C33 N34 1.473(5) . ?
N34 O36 1.222(4) . ?
N34 O35 1.223(4) . ?
C37 C39 1.416(6) . ?
C37 C38 1.515(6) . ?
C38 H38A 0.9600 . ?
C38 H38B 0.9600 . ?
C38 H38C 0.9600 . ?
C39 C40 1.485(6) . ?
C40 N41 1.462(5) . ?
C40 H40A 0.9700 . ?
C40 H40B 0.9700 . ?
N41 C42 1.323(5) . ?
N41 H41 0.85(5) . ?
C42 O43 1.221(5) 1 ?
C42 O43 1.221(5) . ?
C42 C44 1.517(6) . ?
C44 C49 1.361(6) . ?
C44 C45 1.428(6) . ?
C45 C46 1.367(7) . ?
C45 H45 0.9300 . ?
C46 C47 1.392(7) . ?
C46 H46 0.9300 . ?
C47 C48 1.379(7) . ?
C47 H47 0.9300 . ?
C48 C49 1.403(6) . ?
C48 H48 0.9300 . ?
C49 N50 1.446(6) . ?
N50 O51 1.229(5) . ?
N50 O52 1.250(5) . ?
N53 C66 1.510(5) . ?
N53 C54 1.514(5) . ?
N53 C62 1.524(5) . ?
N53 C58 1.531(5) . ?
C54 C55 1.519(6) . ?
C54 H54B 0.9700 . ?
C54 H54A 0.9700 . ?
C55 C56 1.512(6) . ?
C55 H55B 0.9700 . ?
C55 H55A 0.9700 . ?
C56 C57 1.509(6) . ?
C56 H56A 0.9700 . ?
C56 H56B 0.9700 . ?
C57 H57B 0.9600 . ?
C57 H57C 0.9600 . ?
C57 H57A 0.9600 . ?
C58 C59 1.503(6) . ?
C58 H58A 0.9700 . ?
C58 H58B 0.9700 . ?
C59 C60 1.518(6) . ?
C59 H59A 0.9700 . ?
C59 H59B 0.9700 . ?
C60 C61 1.520(6) . ?
C60 H60B 0.9700 . ?
C60 H60A 0.9700 . ?
C61 H61B 0.9600 . ?
C61 H61C 0.9600 . ?
C61 H61A 0.9600 . ?
C62 C63 1.504(6) . ?
C62 H62A 0.9700 . ?
C62 H62B 0.9700 . ?
C63 C64 1.527(6) . ?
C63 H63A 0.9700 . ?
C63 H63B 0.9700 . ?
C64 C65 1.515(6) . ?
C64 H64A 0.9700 . ?
C64 H64B 0.9700 . ?
C65 H65A 0.9600 . ?
C65 H65C 0.9600 . ?
C65 H65B 0.9600 . ?
C66 C67 1.533(5) . ?
C66 H66A 0.9700 . ?
C66 H66B 0.9700 . ?
C67 C68 1.509(6) . ?
C67 H67A 0.9700 . ?
C67 H67B 0.9700 . ?
C68 C69 1.510(6) . ?
C68 H68A 0.9700 . ?
C68 H68B 0.9700 . ?
C69 H69A 0.9600 . ?
C69 H69C 0.9600 . ?
C69 H69B 0.9600 . ?
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
N9 H9 O4 0.95(5) 2.12(5) 3.036(5) 161(4) 1
N25 H25 O2 0.83(4) 2.14(4) 2.943(5) 162(4) 1
N41 H41 O3 0.85(5) 2.14(6) 2.982(5) 169(5) 1
C13 H13 O3 0.93 2.55 3.437(5) 158.8 1
C29 H29 O2 0.93 2.51 3.247(5) 136.5 1
C32 H32 O43 0.93 2.36 3.260(5) 163.3 1_455
C54 H54A O27 0.97 2.37 3.183(5) 141.0 2_565
C62 H62A O27 0.97 2.44 3.319(5) 150.0 2_565
C62 H62B O35 0.97 2.54 3.199(5) 124.8 2_565
C58 H58A O43 0.97 2.24 3.182(5) 163.7 1
C65 H65A O35 0.96 2.56 3.403(5) 146.6 1_655
C59 H59A O19 0.97 2.57 3.457(6) 152.2 1_565
C66 H66A O11 0.97 2.43 3.154(5) 130.9 1_565
C68 H68A O20 0.97 2.52 3.468(6) 165.5 1_565
C57 H57C O36 0.96 2.53 3.438(6) 157.0 1_665
