#------------------------------------------------------------------------------
#$Date: 2016-02-18 17:37:37 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176729 $
#$URL: svn://www.crystallography.net/cod/cif/1/51/53/1515378.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_1515378
loop_
_publ_author_name
'Lisbjerg, Micke'
'Jessen, Bo M.'
'Rasmussen, Brian'
'Nielsen, Bjarne E.'
'Madsen, Anders Ø.'
'Pittelkow, Michael'
_publ_section_title
;
 Discovery of a cyclic 6 + 6 hexamer of d-biotin and formaldehyde
;
_journal_issue                   7
_journal_name_full               'Chemical Science'
_journal_page_first              2647
_journal_paper_doi               10.1039/c4sc00990h
_journal_volume                  5
_journal_year                    2014
_chemical_absolute_configuration ad
_chemical_formula_sum            'C70 H114 I N12 Na O23 S6'
_chemical_formula_weight         1833.98
_chemical_name_systematic
;
 ?
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2013
_cell_angle_alpha                90
_cell_angle_beta                 103.28(5)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   12.468(12)
_cell_length_b                   16.713(16)
_cell_length_c                   21.06(2)
_cell_measurement_reflns_used    20983
_cell_measurement_temperature    151(2)
_cell_measurement_theta_max      28.278
_cell_measurement_theta_min      2.288
_cell_volume                     4271(7)
_computing_cell_refinement       'SAINT V8.27B (Bruker AXS Inc., 2012)'
_computing_data_collection       'Bruker Instrument Service v3.0.26'
_computing_data_reduction        'SAINT V8.27B (Bruker AXS Inc., 2012)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      151(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker SMART X2S benchtop diffractometer'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0912
_diffrn_reflns_av_unetI/netI     0.0944
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            72578
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.278
_diffrn_reflns_theta_min         2.288
_diffrn_source                   'microfocus sealed tube'
_exptl_absorpt_coefficient_mu    0.604
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.9276
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details   'SADABS V2008/1 (Bruker AXS Inc.)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.426
_exptl_crystal_description       prism
_exptl_crystal_F_000             1924
_exptl_crystal_size_max          0.184
_exptl_crystal_size_mid          0.123
_exptl_crystal_size_min          0.085
_refine_diff_density_max         2.343
_refine_diff_density_min         -1.004
_refine_diff_density_rms         0.097
_refine_ls_abs_structure_details
;
 Flack x determined using 5414 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons and Flack (2004), Acta Cryst. A60, s61).
;
_refine_ls_abs_structure_Flack   -0.010(7)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1063
_refine_ls_number_reflns         20983
_refine_ls_number_restraints     780
_refine_ls_restrained_S_all      1.011
_refine_ls_R_factor_all          0.1125
_refine_ls_R_factor_gt           0.0641
_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)+(0.0772P)²+2.5121P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1375
_refine_ls_wR_factor_ref         0.1590
_reflns_Friedel_coverage         0.917
_reflns_Friedel_fraction_full    0.992
_reflns_Friedel_fraction_max     0.980
_reflns_number_gt                14442
_reflns_number_total             20983
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c4sc00990h2.cif
_cod_data_source_block           mo_D8V297_0m
_cod_depositor_comments
'Adding full bibliography for 1515377--1515378.cif.'
_cod_original_cell_volume        4272(7)
_cod_database_code               1515378
#BEGIN Tags that were not found in dictionaries:
_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   0.897
_shelx_estimated_absorpt_t_max   0.950
_shelxl_version_number           2013-4
#END Tags that were not found in dictionaries
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -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_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
I1 I 0.08396(4) 0.24814(3) 0.71269(2) 0.03871(15) Uani 1 1 d . . . . .
S1 S -0.08393(18) 0.29341(13) 0.98086(10) 0.0360(5) Uani 1 1 d . U . . .
Na1 Na -0.1462(3) 0.01907(19) 0.48980(16) 0.0391(8) Uani 1 1 d . . . . .
O1 O -0.5861(5) 0.4571(5) 0.9781(3) 0.0559(18) Uani 1 1 d . U . . .
H1 H -0.6465 0.4391 0.9566 0.084 Uiso 1 1 calc R U . . .
N1 N 0.0939(5) 0.2206(3) 0.5217(3) 0.0230(13) Uani 1 1 d . U . . .
C1 C 0.2207(6) 0.2325(5) 0.9411(3) 0.0304(18) Uani 1 1 d . U . . .
H1A H 0.2780 0.2672 0.9678 0.037 Uiso 1 1 calc R U . . .
H1B H 0.1970 0.1941 0.9709 0.037 Uiso 1 1 calc R U . . .
S2 S 0.41590(19) 0.2548(2) 0.55105(16) 0.0696(8) Uani 1 1 d . U . . .
O2 O -0.2438(6) 0.0673(4) 0.5583(4) 0.0573(18) Uani 1 1 d D . . . .
N2 N -0.0660(5) 0.3087(3) 0.5138(3) 0.0233(12) Uani 1 1 d . U . . .
C2 C 0.2532(6) 0.1086(5) 0.8865(4) 0.0264(16) Uani 1 1 d . U . . .
S3 S -0.34353(16) 0.35368(12) 0.48279(10) 0.0343(4) Uani 1 1 d . U . . .
N3 N -0.1106(5) 0.3990(3) 0.5799(3) 0.0251(13) Uani 1 1 d . U . . .
C3 C 0.4364(7) 0.2696(5) 0.8932(5) 0.049(2) Uani 1 1 d . U . . .
H3A H 0.4172 0.2993 0.9297 0.058 Uiso 0.756(7) 1 calc R U P A 1
H3B H 0.4620 0.3084 0.8643 0.058 Uiso 0.756(7) 1 calc R U P A 1
H3C H 0.4478 0.2590 0.9405 0.058 Uiso 0.244(7) 1 calc R U P A 2
H3D H 0.4256 0.3278 0.8857 0.058 Uiso 0.244(7) 1 calc R U P A 2
S4 S 0.04398(19) -0.13712(12) 0.68044(9) 0.0376(5) Uani 1 1 d . U . . .
O4 O 0.2205(4) 0.4012(4) 0.9167(3) 0.0358(14) Uani 1 1 d . U . . .
N4 N -0.0303(5) 0.4769(4) 0.6772(3) 0.0252(13) Uani 1 1 d . U . . .
C4 C 0.3371(6) 0.2236(4) 0.8554(4) 0.0306(17) Uani 1 1 d . U . . .
H4 H 0.2909 0.2584 0.8211 0.037 Uiso 1 1 calc R U . . .
S5 S 0.13548(19) 0.63161(12) 0.71150(10) 0.0355(5) Uani 1 1 d . U . . .
O5 O -0.5534(5) 0.4772(4) 0.8805(3) 0.0467(15) Uani 1 1 d . U . . .
N5 N 0.0295(5) 0.4839(4) 0.7839(3) 0.0241(13) Uani 1 1 d . U . . .
C5 C 0.3776(6) 0.1470(5) 0.8232(4) 0.0310(17) Uani 1 1 d . U . . .
H5 H 0.3554 0.1511 0.7746 0.037 Uiso 1 1 calc R U . . .
S6A S 0.5389(2) 0.19922(17) 0.92281(15) 0.0381(9) Uani 0.756(7) 1 d . U P A 1
S6B S 0.5617(7) 0.2327(6) 0.8615(5) 0.048(3) Uani 0.244(7) 1 d . U P A 2
O6 O 0.3649(5) 0.0150(4) 0.6983(3) 0.0443(15) Uani 1 1 d . U . . .
N6 N 0.0324(5) 0.3917(4) 0.8757(3) 0.0218(12) Uani 1 1 d . U . . .
C6 C 0.5055(6) 0.1415(5) 0.8461(4) 0.0351(18) Uani 1 1 d D U . . .
H6A H 0.5384 0.1698 0.8133 0.042 Uiso 0.756(7) 1 calc R U P A 1
H6B H 0.5293 0.1239 0.8061 0.042 Uiso 0.244(7) 1 calc R U P A 2
O7 O 0.0349(4) 0.4252(3) 0.5318(2) 0.0264(11) Uani 1 1 d . U . . .
N7 N 0.1273(5) 0.2818(4) 0.9114(3) 0.0255(13) Uani 1 1 d . U . . .
C7A C 0.5551(8) 0.0595(6) 0.8563(6) 0.028(2) Uani 0.756(7) 1 d . U P A 1
H7A H 0.5401 0.0311 0.8139 0.033 Uiso 0.756(7) 1 calc R U P A 1
H7B H 0.5187 0.0293 0.8859 0.033 Uiso 0.756(7) 1 calc R U P A 1
C7B C 0.554(3) 0.077(3) 0.897(3) 0.072(12) Uani 0.244(7) 1 d D U P A 2
H7C H 0.5130 0.0267 0.8846 0.087 Uiso 0.244(7) 1 calc R U P A 2
H7D H 0.5403 0.0939 0.9397 0.087 Uiso 0.244(7) 1 calc R U P A 2
O8 O -0.6866(5) 0.0794(4) 0.2651(3) 0.0520(17) Uani 1 1 d . U . . .
HA8A H -0.7467 0.0595 0.2621 0.078 Uiso 1 1 d . U . . .
N8 N 0.2697(5) 0.1881(4) 0.8964(3) 0.0278(14) Uani 1 1 d . U . . .
C8A C 0.6801(13) 0.0599(11) 0.8852(6) 0.033(3) Uani 0.756(7) 1 d . U P A 1
H8A H 0.7176 0.0879 0.8549 0.040 Uiso 0.756(7) 1 calc R U P A 1
H8B H 0.6961 0.0894 0.9270 0.040 Uiso 0.756(7) 1 calc R U P A 1
C8B C 0.679(4) 0.059(4) 0.907(3) 0.033(3) Uani 0.244(7) 1 d D U P A 2
H8C H 0.7075 0.0964 0.8777 0.040 Uiso 0.244(7) 1 calc R U P A 2
H8D H 0.7148 0.0753 0.9521 0.040 Uiso 0.244(7) 1 calc R U P A 2
O9 O -0.6198(6) 0.0599(4) 0.3732(3) 0.0541(18) Uani 1 1 d . U . . .
N9 N 0.3165(5) 0.0824(4) 0.8460(3) 0.0265(13) Uani 1 1 d . U . . .
C9 C 0.7241(7) -0.0236(6) 0.8964(5) 0.047(2) Uani 1 1 d . U . . .
H9A H 0.7233 -0.0482 0.8535 0.056 Uiso 1 1 calc R U . A 1
H9B H 0.6734 -0.0550 0.9166 0.056 Uiso 1 1 calc R U . A 1
O10 O -0.0021(5) 0.1027(3) 0.5040(3) 0.0351(12) Uani 1 1 d . U . . .
N10 N 0.2294(5) -0.0041(4) 0.7555(3) 0.0299(14) Uani 1 1 d . U . . .
C10 C 0.8395(7) -0.0311(5) 0.9389(4) 0.040(2) Uani 1 1 d . U . . .
H10A H 0.8560 -0.0885 0.9478 0.047 Uiso 1 1 calc R U . . .
H10B H 0.8416 -0.0046 0.9812 0.047 Uiso 1 1 calc R U . . .
O11 O -0.2418(6) -0.3053(5) 0.9010(3) 0.0587(19) Uani 1 1 d . U . . .
H11 H -0.3001 -0.2901 0.9109 0.088 Uiso 1 1 calc R U . . .
N11 N 0.1809(6) 0.0167(4) 0.6495(3) 0.0304(14) Uani 1 1 d . U . . .
C11 C 0.9290(7) 0.0048(5) 0.9094(4) 0.0366(19) Uani 1 1 d . U . . .
O12 O 0.1946(5) 0.0655(4) 0.9112(3) 0.0361(14) Uani 1 1 d . U . . .
N12 N 0.1794(5) 0.1112(4) 0.5616(3) 0.0281(14) Uani 1 1 d . U . . .
C12 C 0.3050(6) 0.0025(4) 0.8197(4) 0.0302(17) Uani 1 1 d . U . . .
H12A H 0.2784 -0.0329 0.8505 0.036 Uiso 1 1 calc R U . . .
H12B H 0.3785 -0.0171 0.8165 0.036 Uiso 1 1 calc R U . . .
O13 O 0.9172(5) 0.0224(4) 0.8520(3) 0.0491(16) Uani 1 1 d . U . . .
C13 C 0.2680(7) 0.0091(5) 0.7003(4) 0.0329(18) Uani 1 1 d . U . . .
O14 O 1.0227(5) 0.0127(4) 0.9528(3) 0.0428(14) Uani 1 1 d . U . . .
HO14 H 1.0719 0.0281 0.9343 0.064 Uiso 1 1 calc R U . . .
C14 C -0.0021(7) -0.0468(5) 0.6348(4) 0.0338(18) Uani 1 1 d . U . . .
H14A H 0.0027 -0.0528 0.5887 0.041 Uiso 1 1 calc R U . . .
H14B H -0.0793 -0.0345 0.6358 0.041 Uiso 1 1 calc R U . . .
O15 O -0.1576(4) 0.4723(3) 0.7412(2) 0.0302(12) Uani 1 1 d . U . . .
C15 C 0.0745(7) 0.0192(5) 0.6679(4) 0.0288(18) Uani 1 1 d . U . . .
H15 H 0.0391 0.0731 0.6593 0.035 Uiso 1 1 calc R U . . .
O16 O 0.5674(5) 0.7283(5) 0.9287(3) 0.063(2) Uani 1 1 d . U . . .
C16 C 0.1101(6) 0.0009(4) 0.7436(4) 0.0253(16) Uani 1 1 d . U . . .
H16 H 0.0875 0.0455 0.7694 0.030 Uiso 1 1 calc R U . . .
C17 C 0.0534(6) -0.0784(4) 0.7552(3) 0.0259(15) Uani 1 1 d . U . . .
H17 H -0.0232 -0.0656 0.7592 0.031 Uiso 1 1 calc R U . . .
C18 C 0.1095(6) -0.1279(5) 0.8149(4) 0.0298(16) Uani 1 1 d . U . . .
H18A H 0.1861 -0.1395 0.8121 0.036 Uiso 1 1 calc R U . . .
H18B H 0.1129 -0.0955 0.8547 0.036 Uiso 1 1 calc R U . . .
C19 C 0.0518(7) -0.2066(5) 0.8219(4) 0.0347(18) Uani 1 1 d . U . . .
H19A H 0.0501 -0.2397 0.7827 0.042 Uiso 1 1 calc R U . . .
H19B H 0.0954 -0.2358 0.8601 0.042 Uiso 1 1 calc R U . . .
C20 C -0.0654(7) -0.1968(5) 0.8304(4) 0.0383(19) Uani 1 1 d . U . . .
H20A H -0.1094 -0.1668 0.7927 0.046 Uiso 1 1 calc R U . . .
H20B H -0.0644 -0.1653 0.8703 0.046 Uiso 1 1 calc R U . . .
C21 C -0.1198(9) -0.2782(6) 0.8353(6) 0.059(3) Uani 1 1 d . U . . .
H21A H -0.1284 -0.3073 0.7935 0.070 Uiso 1 1 calc R U . . .
H21B H -0.0720 -0.3106 0.8699 0.070 Uiso 1 1 calc R U . . .
C22 C -0.2295(9) -0.2677(5) 0.8506(5) 0.050(2) Uani 1 1 d . U . . .
C23 C 0.1927(7) 0.0289(5) 0.5833(4) 0.0333(18) Uani 1 1 d . U . . .
H23A H 0.2666 0.0100 0.5802 0.040 Uiso 1 1 calc R U . . .
H23B H 0.1373 -0.0044 0.5535 0.040 Uiso 1 1 calc R U . . .
C24 C 0.0823(6) 0.1412(4) 0.5272(3) 0.0229(15) Uani 1 1 d . U . . .
C25 C 0.3742(8) 0.1606(7) 0.5784(6) 0.060(3) Uani 1 1 d . U . . .
H25A H 0.3731 0.1188 0.5450 0.072 Uiso 1 1 calc R U . . .
H25B H 0.4260 0.1439 0.6193 0.072 Uiso 1 1 calc R U . . .
C26 C 0.2571(6) 0.1729(5) 0.5903(4) 0.0330(18) Uani 1 1 d . U . . .
H26 H 0.2602 0.1786 0.6379 0.040 Uiso 1 1 calc R U . . .
C27 C 0.2054(5) 0.2484(6) 0.5524(3) 0.0323(15) Uani 1 1 d . U . . .
H27 H 0.2015 0.2927 0.5837 0.039 Uiso 1 1 calc R U . . .
C28 C 0.2767(7) 0.2746(5) 0.5046(5) 0.041(2) Uani 1 1 d . U . . .
H28 H 0.2684 0.3337 0.4983 0.050 Uiso 1 1 calc R U . . .
C29 C 0.2534(8) 0.2359(6) 0.4384(5) 0.049(2) Uani 1 1 d . U . . .
H29A H 0.1727 0.2352 0.4203 0.059 Uiso 1 1 calc R U . . .
H29B H 0.2792 0.1797 0.4431 0.059 Uiso 1 1 calc R U . . .
C30 C 0.3096(8) 0.2793(6) 0.3898(6) 0.053(3) Uani 1 1 d . U . . .
H30A H 0.3888 0.2867 0.4101 0.063 Uiso 1 1 calc R U . . .
H30B H 0.3036 0.2458 0.3503 0.063 Uiso 1 1 calc R U . . .
C31 C 0.2574(9) 0.3599(6) 0.3703(6) 0.058(3) Uani 1 1 d . U . . .
H31A H 0.2753 0.3962 0.4084 0.070 Uiso 1 1 calc R U . . .
H31B H 0.1763 0.3533 0.3582 0.070 Uiso 1 1 calc R U . . .
C32 C 0.2954(8) 0.3990(7) 0.3128(5) 0.054(3) Uani 1 1 d . U . . .
H32A H 0.2947 0.3580 0.2788 0.065 Uiso 1 1 calc R U . . .
H32B H 0.2420 0.4412 0.2937 0.065 Uiso 1 1 calc R U . . .
C33 C 0.4074(9) 0.4350(6) 0.3315(5) 0.049(2) Uani 1 1 d . U . . .
C34 C 0.0096(6) 0.2687(4) 0.4802(3) 0.0241(16) Uani 1 1 d . U . . .
H34A H -0.0340 0.2341 0.4456 0.029 Uiso 1 1 calc R U . . .
H34B H 0.0459 0.3099 0.4586 0.029 Uiso 1 1 calc R U . . .
C35 C -0.0403(6) 0.3820(4) 0.5416(3) 0.0221(15) Uani 1 1 d . U . . .
C36 C -0.3031(6) 0.3518(5) 0.5715(4) 0.0362(18) Uani 1 1 d . U . . .
H36A H -0.3165 0.4045 0.5897 0.043 Uiso 1 1 calc R U . . .
H36B H -0.3454 0.3106 0.5891 0.043 Uiso 1 1 calc R U . . .
C37 C -0.1800(6) 0.3319(4) 0.5884(4) 0.0281(16) Uani 1 1 d . U . . .
H37 H -0.1570 0.3093 0.6335 0.034 Uiso 1 1 calc R U . . .
C38 C -0.1565(6) 0.2704(4) 0.5360(3) 0.0250(16) Uani 1 1 d . U . . .
H38 H -0.1325 0.2176 0.5568 0.030 Uiso 1 1 calc R U . . .
C39 C -0.2652(6) 0.2610(4) 0.4824(4) 0.0276(16) Uani 1 1 d . U . . .
H39 H -0.3085 0.2164 0.4960 0.033 Uiso 1 1 calc R U . . .
C40 C -0.2505(6) 0.2419(6) 0.4140(3) 0.0357(17) Uani 1 1 d . U . . .
H40A H -0.2073 0.1918 0.4161 0.043 Uiso 1 1 calc R U . . .
H40B H -0.2068 0.2852 0.4002 0.043 Uiso 1 1 calc R U . . .
C41 C -0.3587(7) 0.2319(5) 0.3614(4) 0.037(2) Uani 1 1 d . U . . .
H41A H -0.4002 0.2828 0.3576 0.045 Uiso 1 1 calc R U . . .
H41B H -0.3399 0.2219 0.3189 0.045 Uiso 1 1 calc R U . . .
C42 C -0.4332(7) 0.1650(5) 0.3742(4) 0.0379(19) Uani 1 1 d . U . . .
H42A H -0.4674 0.1803 0.4104 0.045 Uiso 1 1 calc R U . . .
H42B H -0.3892 0.1159 0.3871 0.045 Uiso 1 1 calc R U . . .
O43 O 0.4498(8) 0.4671(6) 0.3835(4) 0.086(3) Uani 1 1 d . U . . .
C43 C -0.5241(7) 0.1483(6) 0.3122(4) 0.044(2) Uani 1 1 d . U . . .
H43A H -0.5591 0.1997 0.2957 0.053 Uiso 1 1 calc R U . . .
H43B H -0.4892 0.1262 0.2782 0.053 Uiso 1 1 calc R U . . .
C44 C -0.6113(7) 0.0922(6) 0.3216(5) 0.043(2) Uani 1 1 d . U . . .
C45 C -0.1066(6) 0.4747(4) 0.6138(3) 0.0272(16) Uani 1 1 d . U . . .
H45A H -0.1814 0.4873 0.6195 0.033 Uiso 1 1 calc R U . . .
H45B H -0.0857 0.5171 0.5861 0.033 Uiso 1 1 calc R U . . .
C46 C -0.0630(6) 0.4776(4) 0.7340(3) 0.0232(15) Uani 1 1 d . U . . .
C47 C 0.1276(7) 0.5514(5) 0.6533(4) 0.0351(19) Uani 1 1 d . U . . .
H47A H 0.0746 0.5648 0.6120 0.042 Uiso 1 1 calc R U . . .
H47B H 0.2007 0.5415 0.6439 0.042 Uiso 1 1 calc R U . . .
C48 C 0.0879(6) 0.4761(5) 0.6857(3) 0.0220(15) Uani 1 1 d . U . . .
H48 H 0.1136 0.4255 0.6687 0.026 Uiso 1 1 calc R U . . .
C49 C 0.1319(6) 0.4835(4) 0.7616(4) 0.0229(15) Uani 1 1 d . U . . .
H49 H 0.1777 0.4359 0.7793 0.028 Uiso 1 1 calc R U . . .
C50 C 0.2008(6) 0.5609(4) 0.7749(3) 0.0254(15) Uani 1 1 d . U . . .
H50 H 0.2753 0.5482 0.7673 0.030 Uiso 1 1 calc R U . . .
C51 C 0.2188(6) 0.5993(4) 0.8421(3) 0.0256(15) Uani 1 1 d . U . . .
H51A H 0.2496 0.5590 0.8758 0.031 Uiso 1 1 calc R U . . .
H51B H 0.1471 0.6172 0.8495 0.031 Uiso 1 1 calc R U . . .
C52 C 0.2979(6) 0.6713(5) 0.8490(4) 0.0326(18) Uani 1 1 d . U . . .
H52A H 0.3669 0.6542 0.8372 0.039 Uiso 1 1 calc R U . . .
H52B H 0.2638 0.7134 0.8178 0.039 Uiso 1 1 calc R U . . .
C53 C 0.3261(7) 0.7064(5) 0.9171(4) 0.0347(18) Uani 1 1 d . U . . .
H53A H 0.3704 0.6671 0.9473 0.042 Uiso 1 1 calc R U . . .
H53B H 0.2571 0.7161 0.9316 0.042 Uiso 1 1 calc R U . . .
C54 C 0.3905(7) 0.7848(5) 0.9210(4) 0.042(2) Uani 1 1 d . U . . .
H54A H 0.3454 0.8250 0.8921 0.051 Uiso 1 1 calc R U . . .
H54B H 0.4054 0.8056 0.9662 0.051 Uiso 1 1 calc R U . . .
C55 C 0.4974(8) 0.7731(5) 0.9011(4) 0.040(2) Uani 1 1 d . U . . .
C56 C 0.0206(6) 0.4732(4) 0.8513(3) 0.0226(14) Uani 1 1 d . U . . .
H56A H 0.0776 0.5066 0.8797 0.027 Uiso 1 1 calc R U . . .
H56B H -0.0522 0.4936 0.8552 0.027 Uiso 1 1 calc R U . . .
C57 C 0.1348(5) 0.3610(5) 0.9026(3) 0.0244(15) Uani 1 1 d . U . . .
C58 C -0.0317(7) 0.2119(5) 0.9391(4) 0.0365(19) Uani 1 1 d . U . . .
H58A H 0.0264 0.1818 0.9698 0.044 Uiso 1 1 calc R U . . .
H58B H -0.0918 0.1745 0.9195 0.044 Uiso 1 1 calc R U . . .
C59 C 0.0153(5) 0.2518(6) 0.8863(3) 0.0279(14) Uani 1 1 d . U . . .
H59 H 0.0133 0.2141 0.8491 0.034 Uiso 1 1 calc R U . . .
C60 C -0.0507(6) 0.3292(4) 0.8619(3) 0.0247(15) Uani 1 1 d . U . . .
H60 H -0.0834 0.3259 0.8140 0.030 Uiso 1 1 calc R U . . .
C61 C -0.1439(6) 0.3374(4) 0.9004(4) 0.0271(16) Uani 1 1 d . U . . .
H61 H -0.2069 0.3027 0.8784 0.033 Uiso 1 1 calc R U . . .
C62 C -0.1882(6) 0.4206(5) 0.9056(4) 0.0285(16) Uani 1 1 d . U . . .
H62A H -0.2125 0.4431 0.8612 0.034 Uiso 1 1 calc R U . . .
H62B H -0.1277 0.4547 0.9300 0.034 Uiso 1 1 calc R U . . .
C63 C -0.2845(7) 0.4245(5) 0.9394(4) 0.0342(18) Uani 1 1 d . U . . .
H63A H -0.2600 0.4052 0.9849 0.041 Uiso 1 1 calc R U . . .
H63B H -0.3447 0.3891 0.9164 0.041 Uiso 1 1 calc R U . . .
C64 C -0.3276(7) 0.5105(5) 0.9395(4) 0.0375(19) Uani 1 1 d . U . . .
H64A H -0.2659 0.5459 0.9604 0.045 Uiso 1 1 calc R U . . .
H64B H -0.3544 0.5285 0.8939 0.045 Uiso 1 1 calc R U . . .
C65 C -0.4183(7) 0.5190(6) 0.9744(5) 0.043(2) Uani 1 1 d . U . . .
H65A H -0.4304 0.5766 0.9813 0.052 Uiso 1 1 calc R U . . .
H65B H -0.3951 0.4936 1.0179 0.052 Uiso 1 1 calc R U . . .
C66 C -0.5273(7) 0.4817(5) 0.9384(4) 0.0376(19) Uani 1 1 d . U . . .
C100 C -0.3249(17) 0.174(2) 0.7078(10) 0.254(18) Uani 1 1 d D U . . .
H105 H -0.3567 0.1800 0.7460 0.381 Uiso 1 1 calc R U . . .
H106 H -0.3660 0.1327 0.6789 0.381 Uiso 1 1 calc R U . . .
H107 H -0.3293 0.2246 0.6843 0.381 Uiso 1 1 calc R U . . .
C101 C -0.2150(11) 0.1506(12) 0.7281(6) 0.101(5) Uani 1 1 d D U . . .
H108 H -0.1749 0.1916 0.7583 0.121 Uiso 1 1 calc R U . . .
H109 H -0.2114 0.0997 0.7525 0.121 Uiso 1 1 calc R U . . .
O105 O 0.5068(7) 0.8151(5) 0.8492(4) 0.071(2) Uani 1 1 d . U . . .
H110 H 0.5582 0.7963 0.8341 0.106 Uiso 1 1 calc R U . . .
O109 O -0.2997(6) -0.0371(4) 0.4293(4) 0.0533(17) Uani 1 1 d D . . . .
O140 O -0.3027(7) -0.2253(5) 0.8172(4) 0.074(2) Uani 1 1 d . U . . .
O159 O 0.4610(7) 0.4270(5) 0.2854(4) 0.069(2) Uani 1 1 d . U . . .
H159 H 0.5163 0.4572 0.2931 0.104 Uiso 1 1 calc R U . . .
O186 O 0.3138(7) 0.3769(6) 0.6883(5) 0.085(3) Uani 1 1 d . U . . .
H186 H 0.2672 0.3422 0.6926 0.127 Uiso 1 1 calc R U . . .
O196 O -0.4626(7) 0.0115(6) 0.4885(4) 0.072(2) Uani 1 1 d D . . . .
C200 C 0.515(2) 0.4030(14) 0.7306(11) 0.171(11) Uani 1 1 d . U . . .
H49A H 0.5771 0.3793 0.7621 0.257 Uiso 1 1 calc R U . . .
H49B H 0.5023 0.4575 0.7442 0.257 Uiso 1 1 calc R U . . .
H49C H 0.5320 0.4043 0.6874 0.257 Uiso 1 1 calc R U . . .
C201 C 0.4187(14) 0.3560(15) 0.7277(8) 0.132(7) Uani 1 1 d . U . . .
H37A H 0.4355 0.3016 0.7143 0.158 Uiso 1 1 calc R U . . .
H37B H 0.4093 0.3515 0.7730 0.158 Uiso 1 1 calc R U . . .
O209 O -0.1630(7) 0.1405(7) 0.6781(4) 0.090(3) Uani 1 1 d . U . . .
H209 H -0.0982 0.1579 0.6894 0.135 Uiso 1 1 calc R U . . .
H509 H -0.313(11) -0.078(6) 0.404(6) 0.135 Uiso 1 1 d D U . . .
H510 H -0.360(6) -0.022(9) 0.438(8) 0.135 Uiso 1 1 d D U . . .
H511 H -0.518(2) 0.017(8) 0.4563(13) 0.135 Uiso 1 1 d D U . . .
H512 H -0.486(2) 0.006(8) 0.5233(13) 0.135 Uiso 1 1 d DR U . . .
H513 H -0.314(2) 0.061(10) 0.547(7) 0.135 Uiso 1 1 d D U . . .
H514 H -0.228(11) 0.095(9) 0.593(5) 0.135 Uiso 1 1 d D U . . .
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'
Na Na 0.0362 0.0249 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 '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
C58 S1 C61 88.2(4) . .
O7 Na1 O2 148.0(3) 2_546 .
O7 Na1 O10 87.0(2) 2_546 .
O2 Na1 O10 103.1(3) . .
O7 Na1 O109 94.6(3) 2_546 .
O2 Na1 O109 89.9(3) . .
O10 Na1 O109 152.7(3) . .
O7 Na1 C47 74.6(2) 2_546 2_546
O2 Na1 C47 137.0(3) . 2_546
O10 Na1 C47 77.6(2) . 2_546
O109 Na1 C47 76.6(3) . 2_546
C66 O1 H1 109.5 . .
C24 N1 C34 121.6(6) . .
C24 N1 C27 112.6(6) . .
C34 N1 C27 124.9(6) . .
N8 C1 N7 115.6(6) . .
N8 C1 H1A 108.4 . .
N7 C1 H1A 108.4 . .
N8 C1 H1B 108.4 . .
N7 C1 H1B 108.4 . .
H1A C1 H1B 107.5 . .
C25 S2 C28 91.2(4) . .
Na1 O2 H513 117(9) . .
Na1 O2 H514 135(9) . .
H513 O2 H514 108(4) . .
C35 N2 C34 120.2(6) . .
C35 N2 C38 112.2(6) . .
C34 N2 C38 125.7(5) . .
O12 C2 N8 126.6(7) . .
O12 C2 N9 124.5(7) . .
N8 C2 N9 108.8(7) . .
C36 S3 C39 88.2(4) . .
C35 N3 C45 121.7(6) . .
C35 N3 C37 113.4(6) . .
C45 N3 C37 124.6(6) . .
C4 C3 S6A 106.7(6) . .
C4 C3 S6B 106.4(7) . .
C4 C3 H3A 110.4 . .
S6A C3 H3A 110.4 . .
C4 C3 H3B 110.4 . .
S6A C3 H3B 110.4 . .
H3A C3 H3B 108.6 . .
C4 C3 H3C 110.4 . .
S6B C3 H3C 110.4 . .
C4 C3 H3D 110.4 . .
S6B C3 H3D 110.4 . .
H3C C3 H3D 108.6 . .
C14 S4 C17 87.7(4) . .
C46 N4 C48 113.5(6) . .
C46 N4 C45 123.3(6) . .
C48 N4 C45 123.2(6) . .
N8 C4 C3 113.9(7) . .
N8 C4 C5 102.0(6) . .
C3 C4 C5 109.4(6) . .
N8 C4 H4 110.4 . .
C3 C4 H4 110.4 . .
C5 C4 H4 110.4 . .
C47 S5 C50 87.8(4) . .
C46 N5 C49 113.4(6) . .
C46 N5 C56 119.7(6) . .
C49 N5 C56 125.4(6) . .
N9 C5 C6 115.3(6) . .
N9 C5 C4 102.4(6) . .
C6 C5 C4 108.7(6) . .
N9 C5 H5 110.0 . .
C6 C5 H5 110.0 . .
C4 C5 H5 110.0 . .
C3 S6A C6 92.3(4) . .
C6 S6B C3 91.3(5) . .
C57 N6 C60 111.6(6) . .
C57 N6 C56 120.4(6) . .
C60 N6 C56 126.4(6) . .
C7A C6 C5 117.3(7) . .
C7B C6 C5 117.8(19) . .
C7B C6 S6B 115(2) . .
C5 C6 S6B 110.9(6) . .
C7A C6 S6A 110.5(7) . .
C5 C6 S6A 104.3(5) . .
C7A C6 H6A 108.1 . .
C5 C6 H6A 108.1 . .
S6A C6 H6A 108.1 . .
C7B C6 H6B 103.8 . .
C5 C6 H6B 103.8 . .
S6B C6 H6B 103.8 . .
C35 O7 Na1 169.8(5) . 2_556
C57 N7 C1 123.1(6) . .
C57 N7 C59 112.3(6) . .
C1 N7 C59 124.5(6) . .
C6 C7A C8A 113.7(10) . .
C6 C7A H7A 108.8 . .
C8A C7A H7A 108.8 . .
C6 C7A H7B 108.8 . .
C8A C7A H7B 108.8 . .
H7A C7A H7B 107.7 . .
C6 C7B C8B 116(4) . .
C6 C7B H7C 108.2 . .
C8B C7B H7C 108.2 . .
C6 C7B H7D 108.2 . .
C8B C7B H7D 108.2 . .
H7C C7B H7D 107.3 . .
C44 O8 HA8A 125.3 . .
C2 N8 C1 122.3(6) . .
C2 N8 C4 113.3(6) . .
C1 N8 C4 124.4(6) . .
C9 C8A C7A 111.1(13) . .
C9 C8A H8A 109.4 . .
C7A C8A H8A 109.4 . .
C9 C8A H8B 109.4 . .
C7A C8A H8B 109.4 . .
H8A C8A H8B 108.0 . .
C9 C8B C7B 123(5) . .
C9 C8B H8C 106.6 . .
C7B C8B H8C 106.6 . .
C9 C8B H8D 106.6 . .
C7B C8B H8D 106.6 . .
H8C C8B H8D 106.6 . .
C2 N9 C12 121.2(6) . .
C2 N9 C5 112.9(6) . .
C12 N9 C5 124.8(6) . .
C8A C9 C10 115.7(10) . .
C10 C9 C8B 109(2) . .
C8A C9 H9A 108.4 . .
C10 C9 H9A 108.4 . .
C8A C9 H9B 108.4 . .
C10 C9 H9B 108.4 . .
H9A C9 H9B 107.4 . .
C24 O10 Na1 164.1(5) . .
C13 N10 C16 112.9(6) . .
C13 N10 C12 119.6(7) . .
C16 N10 C12 124.8(6) . .
C9 C10 C11 114.3(7) . .
C9 C10 H10A 108.7 . .
C11 C10 H10A 108.7 . .
C9 C10 H10B 108.7 . .
C11 C10 H10B 108.7 . .
H10A C10 H10B 107.6 . .
C22 O11 H11 109.5 . .
C13 N11 C23 122.5(7) . .
C13 N11 C15 114.1(6) . .
C23 N11 C15 123.3(6) . .
O13 C11 O14 123.5(8) . .
O13 C11 C10 124.6(8) . .
O14 C11 C10 111.9(7) . .
C24 N12 C23 122.9(7) . .
C24 N12 C26 112.9(6) . .
C23 N12 C26 121.9(7) . .
N9 C12 N10 114.3(6) . .
N9 C12 H12A 108.7 . .
N10 C12 H12A 108.7 . .
N9 C12 H12B 108.7 . .
N10 C12 H12B 108.7 . .
H12A C12 H12B 107.6 . .
O6 C13 N11 126.1(8) . .
O6 C13 N10 125.6(8) . .
N11 C13 N10 108.2(7) . .
C11 O14 HO14 109.5 . .
C15 C14 S4 105.8(5) . .
C15 C14 H14A 110.6 . .
S4 C14 H14A 110.6 . .
C15 C14 H14B 110.6 . .
S4 C14 H14B 110.6 . .
H14A C14 H14B 108.7 . .
N11 C15 C14 111.7(7) . .
N11 C15 C16 101.5(6) . .
C14 C15 C16 108.9(6) . .
N11 C15 H15 111.5 . .
C14 C15 H15 111.5 . .
C16 C15 H15 111.5 . .
N10 C16 C17 114.2(6) . .
N10 C16 C15 102.9(6) . .
C17 C16 C15 107.0(6) . .
N10 C16 H16 110.8 . .
C17 C16 H16 110.8 . .
C15 C16 H16 110.8 . .
C18 C17 C16 117.0(6) . .
C18 C17 S4 110.0(5) . .
C16 C17 S4 105.3(5) . .
C18 C17 H17 108.1 . .
C16 C17 H17 108.1 . .
S4 C17 H17 108.1 . .
C19 C18 C17 114.2(6) . .
C19 C18 H18A 108.7 . .
C17 C18 H18A 108.7 . .
C19 C18 H18B 108.7 . .
C17 C18 H18B 108.7 . .
H18A C18 H18B 107.6 . .
C20 C19 C18 114.0(7) . .
C20 C19 H19A 108.8 . .
C18 C19 H19A 108.8 . .
C20 C19 H19B 108.8 . .
C18 C19 H19B 108.8 . .
H19A C19 H19B 107.7 . .
C19 C20 C21 111.3(7) . .
C19 C20 H20A 109.4 . .
C21 C20 H20A 109.4 . .
C19 C20 H20B 109.4 . .
C21 C20 H20B 109.4 . .
H20A C20 H20B 108.0 . .
C22 C21 C20 110.7(8) . .
C22 C21 H21A 109.5 . .
C20 C21 H21A 109.5 . .
C22 C21 H21B 109.5 . .
C20 C21 H21B 109.5 . .
H21A C21 H21B 108.1 . .
O140 C22 O11 122.8(9) . .
O140 C22 C21 122.6(9) . .
O11 C22 C21 114.6(9) . .
N12 C23 N11 114.1(6) . .
N12 C23 H23A 108.7 . .
N11 C23 H23A 108.7 . .
N12 C23 H23B 108.7 . .
N11 C23 H23B 108.7 . .
H23A C23 H23B 107.6 . .
O10 C24 N1 125.4(7) . .
O10 C24 N12 126.5(7) . .
N1 C24 N12 108.1(6) . .
C26 C25 S2 106.8(7) . .
C26 C25 H25A 110.4 . .
S2 C25 H25A 110.4 . .
C26 C25 H25B 110.4 . .
S2 C25 H25B 110.4 . .
H25A C25 H25B 108.6 . .
N12 C26 C25 113.7(7) . .
N12 C26 C27 101.9(6) . .
C25 C26 C27 108.7(7) . .
N12 C26 H26 110.7 . .
C25 C26 H26 110.7 . .
C27 C26 H26 110.7 . .
N1 C27 C26 102.0(7) . .
N1 C27 C28 115.4(6) . .
C26 C27 C28 109.3(6) . .
N1 C27 H27 109.9 . .
C26 C27 H27 109.9 . .
C28 C27 H27 109.9 . .
C29 C28 C27 117.6(7) . .
C29 C28 S2 112.3(7) . .
C27 C28 S2 102.6(5) . .
C29 C28 H28 108.0 . .
C27 C28 H28 108.0 . .
S2 C28 H28 108.0 . .
C28 C29 C30 113.0(8) . .
C28 C29 H29A 109.0 . .
C30 C29 H29A 109.0 . .
C28 C29 H29B 109.0 . .
C30 C29 H29B 109.0 . .
H29A C29 H29B 107.8 . .
C31 C30 C29 111.4(8) . .
C31 C30 H30A 109.3 . .
C29 C30 H30A 109.3 . .
C31 C30 H30B 109.3 . .
C29 C30 H30B 109.3 . .
H30A C30 H30B 108.0 . .
C30 C31 C32 113.6(8) . .
C30 C31 H31A 108.9 . .
C32 C31 H31A 108.9 . .
C30 C31 H31B 108.9 . .
C32 C31 H31B 108.9 . .
H31A C31 H31B 107.7 . .
C33 C32 C31 113.8(9) . .
C33 C32 H32A 108.8 . .
C31 C32 H32A 108.8 . .
C33 C32 H32B 108.8 . .
C31 C32 H32B 108.8 . .
H32A C32 H32B 107.7 . .
O43 C33 O159 121.4(10) . .
O43 C33 C32 126.8(10) . .
O159 C33 C32 111.8(9) . .
N1 C34 N2 114.9(6) . .
N1 C34 H34A 108.5 . .
N2 C34 H34A 108.5 . .
N1 C34 H34B 108.5 . .
N2 C34 H34B 108.5 . .
H34A C34 H34B 107.5 . .
O7 C35 N3 126.6(7) . .
O7 C35 N2 124.4(7) . .
N3 C35 N2 109.0(6) . .
C37 C36 S3 105.6(5) . .
C37 C36 H36A 110.6 . .
S3 C36 H36A 110.6 . .
C37 C36 H36B 110.6 . .
S3 C36 H36B 110.6 . .
H36A C36 H36B 108.7 . .
N3 C37 C36 113.3(6) . .
N3 C37 C38 101.8(6) . .
C36 C37 C38 108.3(6) . .
N3 C37 H37 111.0 . .
C36 C37 H37 111.0 . .
C38 C37 H37 111.0 . .
N2 C38 C39 114.7(6) . .
N2 C38 C37 102.6(5) . .
C39 C38 C37 107.5(6) . .
N2 C38 H38 110.6 . .
C39 C38 H38 110.6 . .
C37 C38 H38 110.6 . .
C40 C39 C38 115.6(6) . .
C40 C39 S3 111.2(6) . .
C38 C39 S3 106.7(5) . .
C40 C39 H39 107.7 . .
C38 C39 H39 107.7 . .
S3 C39 H39 107.7 . .
C39 C40 C41 115.2(6) . .
C39 C40 H40A 108.5 . .
C41 C40 H40A 108.5 . .
C39 C40 H40B 108.5 . .
C41 C40 H40B 108.5 . .
H40A C40 H40B 107.5 . .
C42 C41 C40 114.9(7) . .
C42 C41 H41A 108.5 . .
C40 C41 H41A 108.5 . .
C42 C41 H41B 108.5 . .
C40 C41 H41B 108.5 . .
H41A C41 H41B 107.5 . .
C41 C42 C43 110.0(7) . .
C41 C42 H42A 109.7 . .
C43 C42 H42A 109.7 . .
C41 C42 H42B 109.7 . .
C43 C42 H42B 109.7 . .
H42A C42 H42B 108.2 . .
C44 C43 C42 114.8(8) . .
C44 C43 H43A 108.6 . .
C42 C43 H43A 108.6 . .
C44 C43 H43B 108.6 . .
C42 C43 H43B 108.6 . .
H43A C43 H43B 107.6 . .
O9 C44 O8 121.4(8) . .
O9 C44 C43 127.2(9) . .
O8 C44 C43 111.4(9) . .
N3 C45 N4 114.6(6) . .
N3 C45 H45A 108.6 . .
N4 C45 H45A 108.6 . .
N3 C45 H45B 108.6 . .
N4 C45 H45B 108.6 . .
H45A C45 H45B 107.6 . .
O15 C46 N4 127.2(6) . .
O15 C46 N5 125.0(7) . .
N4 C46 N5 107.9(6) . .
C48 C47 S5 106.0(5) . .
C48 C47 Na1 112.5(5) . 2_556
S5 C47 Na1 141.2(4) . 2_556
C48 C47 H47A 110.5 . .
S5 C47 H47A 110.5 . .
Na1 C47 H47A 51.1 2_556 .
C48 C47 H47B 110.5 . .
S5 C47 H47B 110.5 . .
Na1 C47 H47B 60.1 2_556 .
H47A C47 H47B 108.7 . .
N4 C48 C47 110.8(6) . .
N4 C48 C49 103.5(6) . .
C47 C48 C49 108.0(6) . .
N4 C48 H48 111.4 . .
C47 C48 H48 111.4 . .
C49 C48 H48 111.4 . .
N5 C49 C50 115.5(6) . .
N5 C49 C48 101.6(5) . .
C50 C49 C48 107.4(6) . .
N5 C49 H49 110.6 . .
C50 C49 H49 110.6 . .
C48 C49 H49 110.6 . .
C51 C50 C49 118.6(6) . .
C51 C50 S5 110.6(5) . .
C49 C50 S5 105.9(5) . .
C51 C50 H50 107.1 . .
C49 C50 H50 107.1 . .
S5 C50 H50 107.1 . .
C50 C51 C52 111.8(6) . .
C50 C51 H51A 109.2 . .
C52 C51 H51A 109.2 . .
C50 C51 H51B 109.2 . .
C52 C51 H51B 109.2 . .
H51A C51 H51B 107.9 . .
C53 C52 C51 113.4(7) . .
C53 C52 H52A 108.9 . .
C51 C52 H52A 108.9 . .
C53 C52 H52B 108.9 . .
C51 C52 H52B 108.9 . .
H52A C52 H52B 107.7 . .
C52 C53 C54 112.8(7) . .
C52 C53 H53A 109.0 . .
C54 C53 H53A 109.0 . .
C52 C53 H53B 109.0 . .
C54 C53 H53B 109.0 . .
H53A C53 H53B 107.8 . .
C55 C54 C53 111.2(7) . .
C55 C54 H54A 109.4 . .
C53 C54 H54A 109.4 . .
C55 C54 H54B 109.4 . .
C53 C54 H54B 109.4 . .
H54A C54 H54B 108.0 . .
O16 C55 O105 122.7(9) . .
O16 C55 C54 122.8(8) . .
O105 C55 C54 114.5(8) . .
N6 C56 N5 115.8(6) . .
N6 C56 H56A 108.3 . .
N5 C56 H56A 108.3 . .
N6 C56 H56B 108.3 . .
N5 C56 H56B 108.3 . .
H56A C56 H56B 107.4 . .
O4 C57 N7 125.8(7) . .
O4 C57 N6 124.5(7) . .
N7 C57 N6 109.7(6) . .
C59 C58 S1 105.4(5) . .
C59 C58 H58A 110.7 . .
S1 C58 H58A 110.7 . .
C59 C58 H58B 110.7 . .
S1 C58 H58B 110.7 . .
H58A C58 H58B 108.8 . .
N7 C59 C58 112.4(6) . .
N7 C59 C60 102.9(6) . .
C58 C59 C60 110.0(6) . .
N7 C59 H59 110.5 . .
C58 C59 H59 110.5 . .
C60 C59 H59 110.5 . .
N6 C60 C59 103.4(5) . .
N6 C60 C61 114.4(6) . .
C59 C60 C61 107.5(6) . .
N6 C60 H60 110.4 . .
C59 C60 H60 110.4 . .
C61 C60 H60 110.4 . .
C62 C61 C60 116.4(6) . .
C62 C61 S1 112.3(5) . .
C60 C61 S1 104.4(5) . .
C62 C61 H61 107.8 . .
C60 C61 H61 107.8 . .
S1 C61 H61 107.8 . .
C61 C62 C63 114.3(6) . .
C61 C62 H62A 108.7 . .
C63 C62 H62A 108.7 . .
C61 C62 H62B 108.7 . .
C63 C62 H62B 108.7 . .
H62A C62 H62B 107.6 . .
C62 C63 C64 110.6(7) . .
C62 C63 H63A 109.5 . .
C64 C63 H63A 109.5 . .
C62 C63 H63B 109.5 . .
C64 C63 H63B 109.5 . .
H63A C63 H63B 108.1 . .
C65 C64 C63 113.3(7) . .
C65 C64 H64A 108.9 . .
C63 C64 H64A 108.9 . .
C65 C64 H64B 108.9 . .
C63 C64 H64B 108.9 . .
H64A C64 H64B 107.7 . .
C64 C65 C66 113.9(7) . .
C64 C65 H65A 108.8 . .
C66 C65 H65A 108.8 . .
C64 C65 H65B 108.8 . .
C66 C65 H65B 108.8 . .
H65A C65 H65B 107.7 . .
O5 C66 O1 125.3(8) . .
O5 C66 C65 122.5(8) . .
O1 C66 C65 112.2(7) . .
C101 C100 H105 109.5 . .
C101 C100 H106 109.5 . .
H105 C100 H106 109.5 . .
C101 C100 H107 109.5 . .
H105 C100 H107 109.5 . .
H106 C100 H107 109.5 . .
O209 C101 C100 113.9(13) . .
O209 C101 H108 108.8 . .
C100 C101 H108 108.8 . .
O209 C101 H109 108.8 . .
C100 C101 H109 108.8 . .
H108 C101 H109 107.7 . .
C55 O105 H110 109.5 . .
Na1 O109 H509 134(9) . .
Na1 O109 H510 116(9) . .
H509 O109 H510 109(4) . .
C33 O159 H159 109.5 . .
C201 O186 H186 109.5 . .
H511 O196 H512 108.7 . .
C201 C200 H49A 109.5 . .
C201 C200 H49B 109.5 . .
H49A C200 H49B 109.5 . .
C201 C200 H49C 109.5 . .
H49A C200 H49C 109.5 . .
H49B C200 H49C 109.5 . .
O186 C201 C200 122.9(19) . .
O186 C201 H37A 106.6 . .
C200 C201 H37A 106.6 . .
O186 C201 H37B 106.6 . .
C200 C201 H37B 106.6 . .
H37A C201 H37B 106.6 . .
C101 O209 H209 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
S1 C58 1.822(8) .
S1 C61 1.840(8) .
Na1 O7 2.210(6) 2_546
Na1 O2 2.241(8) .
Na1 O10 2.241(7) .
Na1 O109 2.247(7) .
Na1 C47 3.124(9) 2_546
O1 C66 1.299(11) .
O1 H1 0.8400 .
N1 C24 1.342(9) .
N1 C34 1.447(9) .
N1 C27 1.468(9) .
C1 N8 1.439(10) .
C1 N7 1.447(9) .
C1 H1A 0.9900 .
C1 H1B 0.9900 .
S2 C25 1.794(11) .
S2 C28 1.816(9) .
O2 H513 0.858(15) .
O2 H514 0.853(15) .
N2 C35 1.363(9) .
N2 C34 1.464(9) .
N2 C38 1.464(9) .
C2 O12 1.223(9) .
C2 N8 1.354(10) .
C2 N9 1.361(10) .
S3 C36 1.819(9) .
S3 C39 1.833(8) .
N3 C35 1.352(10) .
N3 C45 1.447(9) .
N3 C37 1.453(10) .
C3 C4 1.519(12) .
C3 S6A 1.743(10) .
C3 S6B 1.936(12) .
C3 H3A 0.9900 .
C3 H3B 0.9900 .
C3 H3C 0.9900 .
C3 H3D 0.9900 .
S4 C14 1.812(8) .
S4 C17 1.837(7) .
O4 C57 1.239(9) .
N4 C46 1.349(9) .
N4 C48 1.443(9) .
N4 C45 1.452(9) .
C4 N8 1.462(10) .
C4 C5 1.583(11) .
C4 H4 1.0000 .
S5 C47 1.804(8) .
S5 C50 1.830(8) .
O5 C66 1.190(10) .
N5 C46 1.375(9) .
N5 C49 1.457(9) .
N5 C56 1.461(9) .
C5 N9 1.464(10) .
C5 C6 1.559(11) .
C5 H5 1.0000 .
S6A C6 1.846(9) .
S6B C6 1.678(13) .
O6 C13 1.223(10) .
N6 C57 1.371(9) .
N6 C60 1.452(9) .
N6 C56 1.452(9) .
C6 C7A 1.498(13) .
C6 C7B 1.54(4) .
C6 H6A 1.0000 .
C6 H6B 1.0000 .
O7 C35 1.238(9) .
O7 Na1 2.210(6) 2_556
N7 C57 1.343(10) .
N7 C59 1.463(9) .
C7A C8A 1.538(18) .
C7A H7A 0.9900 .
C7A H7B 0.9900 .
C7B C8B 1.56(4) .
C7B H7C 0.9900 .
C7B H7D 0.9900 .
O8 C44 1.352(11) .
O8 HA8A 0.8089 .
C8A C9 1.50(2) .
C8A H8A 0.9900 .
C8A H8B 0.9900 .
C8B C9 1.53(7) .
C8B H8C 0.9900 .
C8B H8D 0.9900 .
O9 C44 1.239(12) .
N9 C12 1.441(10) .
C9 C10 1.515(12) .
C9 H9A 0.9900 .
C9 H9B 0.9900 .
O10 C24 1.235(9) .
N10 C13 1.374(10) .
N10 C16 1.453(10) .
N10 C12 1.465(9) .
C10 C11 1.521(12) .
C10 H10A 0.9900 .
C10 H10B 0.9900 .
O11 C22 1.273(11) .
O11 H11 0.8400 .
N11 C13 1.344(10) .
N11 C23 1.450(10) .
N11 C15 1.465(11) .
C11 O13 1.219(10) .
C11 O14 1.314(10) .
N12 C24 1.356(10) .
N12 C23 1.448(10) .
N12 C26 1.448(10) .
C12 H12A 0.9900 .
C12 H12B 0.9900 .
O14 HO14 0.8400 .
C14 C15 1.519(11) .
C14 H14A 0.9900 .
C14 H14B 0.9900 .
O15 C46 1.226(9) .
C15 C16 1.584(11) .
C15 H15 1.0000 .
O16 C55 1.195(11) .
C16 C17 1.548(10) .
C16 H16 1.0000 .
C17 C18 1.533(10) .
C17 H17 1.0000 .
C18 C19 1.522(10) .
C18 H18A 0.9900 .
C18 H18B 0.9900 .
C19 C20 1.520(12) .
C19 H19A 0.9900 .
C19 H19B 0.9900 .
C20 C21 1.535(12) .
C20 H20A 0.9900 .
C20 H20B 0.9900 .
C21 C22 1.485(14) .
C21 H21A 0.9900 .
C21 H21B 0.9900 .
C22 O140 1.239(12) .
C23 H23A 0.9900 .
C23 H23B 0.9900 .
C25 C26 1.550(12) .
C25 H25A 0.9900 .
C25 H25B 0.9900 .
C26 C27 1.551(12) .
C26 H26 1.0000 .
C27 C28 1.552(12) .
C27 H27 1.0000 .
C28 C29 1.505(13) .
C28 H28 1.0000 .
C29 C30 1.548(13) .
C29 H29A 0.9900 .
C29 H29B 0.9900 .
C30 C31 1.510(14) .
C30 H30A 0.9900 .
C30 H30B 0.9900 .
C31 C32 1.543(14) .
C31 H31A 0.9900 .
C31 H31B 0.9900 .
C32 C33 1.488(14) .
C32 H32A 0.9900 .
C32 H32B 0.9900 .
C33 O43 1.224(12) .
C33 O159 1.305(12) .
C34 H34A 0.9900 .
C34 H34B 0.9900 .
C36 C37 1.531(11) .
C36 H36A 0.9900 .
C36 H36B 0.9900 .
C37 C38 1.585(10) .
C37 H37 1.0000 .
C38 C39 1.559(10) .
C38 H38 1.0000 .
C39 C40 1.527(10) .
C39 H39 1.0000 .
C40 C41 1.545(10) .
C40 H40A 0.9900 .
C40 H40B 0.9900 .
C41 C42 1.517(12) .
C41 H41A 0.9900 .
C41 H41B 0.9900 .
C42 C43 1.545(12) .
C42 H42A 0.9900 .
C42 H42B 0.9900 .
C43 C44 1.483(13) .
C43 H43A 0.9900 .
C43 H43B 0.9900 .
C45 H45A 0.9900 .
C45 H45B 0.9900 .
C47 C48 1.564(11) .
C47 Na1 3.124(9) 2_556
C47 H47A 0.9900 .
C47 H47B 0.9900 .
C48 C49 1.572(10) .
C48 H48 1.0000 .
C49 C50 1.542(10) .
C49 H49 1.0000 .
C50 C51 1.522(10) .
C50 H50 1.0000 .
C51 C52 1.542(11) .
C51 H51A 0.9900 .
C51 H51B 0.9900 .
C52 C53 1.514(11) .
C52 H52A 0.9900 .
C52 H52B 0.9900 .
C53 C54 1.529(12) .
C53 H53A 0.9900 .
C53 H53B 0.9900 .
C54 C55 1.499(13) .
C54 H54A 0.9900 .
C54 H54B 0.9900 .
C55 O105 1.326(11) .
C56 H56A 0.9900 .
C56 H56B 0.9900 .
C58 C59 1.525(11) .
C58 H58A 0.9900 .
C58 H58B 0.9900 .
C59 C60 1.556(11) .
C59 H59 1.0000 .
C60 C61 1.568(10) .
C60 H60 1.0000 .
C61 C62 1.509(11) .
C61 H61 1.0000 .
C62 C63 1.531(11) .
C62 H62A 0.9900 .
C62 H62B 0.9900 .
C63 C64 1.535(12) .
C63 H63A 0.9900 .
C63 H63B 0.9900 .
C64 C65 1.491(12) .
C64 H64A 0.9900 .
C64 H64B 0.9900 .
C65 C66 1.529(12) .
C65 H65A 0.9900 .
C65 H65B 0.9900 .
C100 C101 1.392(18) .
C100 H105 0.9800 .
C100 H106 0.9800 .
C100 H107 0.9800 .
C101 O209 1.368(14) .
C101 H108 0.9900 .
C101 H109 0.9900 .
O105 H110 0.8400 .
O109 H509 0.853(15) .
O109 H510 0.857(14) .
O159 H159 0.8400 .
O186 C201 1.422(17) .
O186 H186 0.8400 .
O196 H511 0.852(15) .
O196 H512 0.853(15) .
C200 C201 1.42(2) .
C200 H49A 0.9800 .
C200 H49B 0.9800 .
C200 H49C 0.9800 .
C201 H37A 0.9900 .
C201 H37B 0.9900 .
O209 H209 0.8400 .
