#------------------------------------------------------------------------------
#$Date: 2018-01-03 10:00:29 +0200 (Wed, 03 Jan 2018) $
#$Revision: 204684 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/54/85/1548580.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_1548580
loop_
_publ_author_name
'W. Robert Scheidt'
'Beisong Cheng'
'Allen G. Oliver'
'John A. Goodwin'
_publ_section_title
;
 Solid-state Porphyrin Interactions with Oppositely Charged Peripheral
 Groups
;
_journal_name_full               'Journal of Porphyrins and Phthalocyanines'
_journal_page_first              1256
_journal_page_last               1261
_journal_paper_doi               10.1142/S1088424615501084
_journal_volume                  19
_journal_year                    2015
_chemical_formula_moiety         'C44 H24 N4 O12 S2, C44 H36 N8, 8.72(H2 O)'
_chemical_formula_sum            'C44 H38.72 N6 O10.36 S2'
_chemical_formula_weight         881.41
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90
_cell_angle_beta                 91.980(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   8.506(2)
_cell_length_b                   16.426(3)
_cell_length_c                   29.288(3)
_cell_measurement_temperature    293(2)
_cell_volume                     4089.7(13)
_computing_cell_refinement       'SET4 routine'
_computing_data_collection       'SDP (Frenz, 1978)'
_computing_data_reduction        'SDP (Frenz, 1978)'
_computing_molecular_graphics    ORTEP
_computing_publication_material  'SHELXL93_CIFTAB (Sheldrick, 1993)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXS-86 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device       'Enraf-Nonius CAD4 diffractometer'
_diffrn_measurement_method       'θ/2θ scan'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_unetI/netI     0.0592
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_number            8592
_diffrn_reflns_point_group_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.053
_diffrn_reflns_theta_min         3.019
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    1.771
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.432
_exptl_crystal_description       plate
_exptl_crystal_F_000             1838
_exptl_crystal_size_max          0.450
_exptl_crystal_size_mid          0.330
_exptl_crystal_size_min          0.060
_refine_diff_density_max         0.756
_refine_diff_density_min         -0.858
_refine_diff_density_rms         0.105
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.913
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     573
_refine_ls_number_reflns         8592
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.913
_refine_ls_R_factor_all          0.1368
_refine_ls_R_factor_gt           0.1107
_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)+(0.1000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3006
_refine_ls_wR_factor_ref         0.3331
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5477
_reflns_number_total             8592
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            NIHMS809760-supplement-cif_file.cif
_cod_data_source_block           dimer_rev
_cod_database_code               1548580
_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   0.503
_shelx_estimated_absorpt_t_max   0.901
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'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_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
S(1) S 0.2240(2) 1.03500(7) 0.59133(5) 0.0794(5) Uani 1 1 d . . . . .
S(2) S 0.2786(2) 0.32083(15) 0.79874(5) 0.1071(7) Uani 1 1 d . . . . .
O11 O 0.0923(5) 1.0603(2) 0.56188(17) 0.0979(14) Uani 1 1 d . . . . .
O12 O 0.3595(5) 1.0835(2) 0.58442(19) 0.1061(15) Uani 1 1 d . . . . .
O13 O 0.1751(8) 1.0247(3) 0.63754(15) 0.132(2) Uani 1 1 d . . . . .
O21 O 0.1227(6) 0.2967(5) 0.79993(16) 0.151(3) Uani 1 1 d . . . . .
O22 O 0.3961(7) 0.2696(5) 0.8124(2) 0.174(3) Uani 1 1 d . . . . .
O23 O 0.3145(11) 0.3944(6) 0.82774(19) 0.203(4) Uani 1 1 d . . . . .
N(1) N 0.4899(4) 0.61066(18) 0.46728(10) 0.0495(8) Uani 1 1 d . . . . .
N(2) N 0.4114(4) 0.55265(18) 0.55728(10) 0.0493(8) Uani 1 1 d . . . . .
N(3) N 0.0894(4) 0.44723(19) 0.44299(11) 0.0514(8) Uani 1 1 d . . . . .
N(4) N -0.0077(4) 0.61007(18) 0.46583(10) 0.0487(8) Uani 1 1 d . . . . .
N14 N 0.1839(5) 0.6310(3) 0.25536(13) 0.0687(11) Uani 1 1 d . . . . .
N24 N -0.2240(5) 0.9333(2) 0.56920(13) 0.0614(10) Uani 1 1 d . . . . .
C(A1 C 0.5345(5) 0.6259(2) 0.42367(12) 0.0467(9) Uani 1 1 d . . . . .
C(A2 C 0.4387(5) 0.6829(2) 0.48519(13) 0.0479(9) Uani 1 1 d . . . . .
C(A3 C 0.3653(5) 0.6319(2) 0.56153(12) 0.0491(9) Uani 1 1 d . . . . .
C(A4 C 0.3727(5) 0.5127(2) 0.59637(12) 0.0505(9) Uani 1 1 d . . . . .
C(A5 C 0.1354(5) 0.3674(2) 0.43971(13) 0.0500(9) Uani 1 1 d . . . . .
C(A6 C 0.1267(5) 0.4855(2) 0.40335(13) 0.0508(9) Uani 1 1 d . . . . .
C(A7 C 0.0379(5) 0.6251(2) 0.42269(12) 0.0478(9) Uani 1 1 d . . . . .
C(A8 C -0.0595(5) 0.6818(2) 0.48358(12) 0.0474(9) Uani 1 1 d . . . . .
C(B1 C 0.5078(5) 0.7109(2) 0.41350(12) 0.0503(9) Uani 1 1 d . . . . .
H(B1 H 0.5253 0.7369 0.3859 0.060 Uiso 1 1 calc R U . . .
C(B2 C 0.4531(5) 0.7454(2) 0.45128(13) 0.0528(9) Uani 1 1 d . . . . .
H(B2 H 0.4288 0.8002 0.4549 0.063 Uiso 1 1 calc R U . . .
C(B3 C 0.2895(6) 0.6415(2) 0.60410(14) 0.0569(10) Uani 1 1 d . . . . .
H(B3 H 0.2459 0.6893 0.6151 0.068 Uiso 1 1 calc R U . . .
C(B4 C 0.2927(5) 0.5687(3) 0.62542(14) 0.0557(10) Uani 1 1 d . . . . .
H(B4 H 0.2511 0.5569 0.6536 0.067 Uiso 1 1 calc R U . . .
C(B5 C 0.2102(6) 0.3565(2) 0.39702(14) 0.0565(11) Uani 1 1 d . . . . .
H(B5 H 0.2538 0.3084 0.3865 0.068 Uiso 1 1 calc R U . . .
C(B6 C 0.2058(6) 0.4283(3) 0.37487(14) 0.0601(11) Uani 1 1 d . . . . .
H(B6 H 0.2465 0.4390 0.3464 0.072 Uiso 1 1 calc R U . . .
C(B7 C 0.0163(5) 0.7100(2) 0.41245(12) 0.0520(10) Uani 1 1 d . . . . .
H(B7 H 0.0393 0.7359 0.3852 0.062 Uiso 1 1 calc R U . . .
C(B8 C -0.0437(5) 0.7453(2) 0.44970(12) 0.0489(9) Uani 1 1 d . . . . .
H(B8 H -0.0699 0.7999 0.4530 0.059 Uiso 1 1 calc R U . . .
C(M1 C 0.3840(5) 0.6943(2) 0.52924(12) 0.0471(9) Uani 1 1 d . . . . .
C(M2 C 0.4049(5) 0.4312(2) 0.60679(12) 0.0465(8) Uani 1 1 d . . . . .
C(M3 C 0.0982(5) 0.5669(2) 0.39250(13) 0.0506(9) Uani 1 1 d . . . . .
C(M4 C -0.1166(5) 0.6933(2) 0.52756(12) 0.0467(8) Uani 1 1 d . . . . .
C11 C 0.3460(5) 0.7785(2) 0.54419(12) 0.0467(8) Uani 1 1 d . . . . .
C12 C 0.2426(5) 0.8281(2) 0.51875(14) 0.0521(9) Uani 1 1 d . . . . .
H12 H 0.1967 0.8082 0.4917 0.062 Uiso 1 1 calc R U . . .
C13 C 0.2069(6) 0.9056(3) 0.53277(16) 0.0596(11) Uani 1 1 d . . . . .
H13 H 0.1379 0.9377 0.5152 0.072 Uiso 1 1 calc R U . . .
C14 C 0.2730(6) 0.9353(2) 0.57249(16) 0.0576(10) Uani 1 1 d . . . . .
C15 C 0.3794(6) 0.8891(2) 0.59834(14) 0.0564(10) Uani 1 1 d . . . . .
H15 H 0.4266 0.9103 0.6249 0.068 Uiso 1 1 calc R U . . .
C16 C 0.4144(5) 0.8107(2) 0.58400(13) 0.0526(9) Uani 1 1 d . . . . .
H16 H 0.4850 0.7792 0.6014 0.063 Uiso 1 1 calc R U . . .
C21 C 0.3716(5) 0.4030(2) 0.65359(13) 0.0509(9) Uani 1 1 d . . . . .
C22 C 0.4334(6) 0.4448(3) 0.69167(15) 0.0638(12) Uani 1 1 d . . . . .
H22 H 0.4951 0.4907 0.6872 0.077 Uiso 1 1 calc R U . . .
C23 C 0.4057(7) 0.4202(4) 0.73563(15) 0.0710(13) Uani 1 1 d . . . . .
H23 H 0.4484 0.4488 0.7605 0.085 Uiso 1 1 calc R U . . .
C24 C 0.3138(6) 0.3524(4) 0.74210(15) 0.0706(14) Uani 1 1 d . . . . .
C25 C 0.2512(6) 0.3098(3) 0.70579(16) 0.0677(13) Uani 1 1 d . . . . .
H25 H 0.1900 0.2639 0.7107 0.081 Uiso 1 1 calc R U . . .
C26 C 0.2790(6) 0.3352(3) 0.66144(14) 0.0580(10) Uani 1 1 d . . . . .
H26 H 0.2350 0.3065 0.6368 0.070 Uiso 1 1 calc R U . . .
C31 C 0.1261(5) 0.5919(2) 0.34494(13) 0.0506(9) Uani 1 1 d . . . . .
C32 C 0.0589(6) 0.5482(3) 0.30822(14) 0.0608(11) Uani 1 1 d . . . . .
H32 H -0.0079 0.5047 0.3136 0.073 Uiso 1 1 calc R U . . .
C33 C 0.0920(7) 0.5699(3) 0.26403(16) 0.0696(13) Uani 1 1 d . . . . .
H33 H 0.0476 0.5401 0.2399 0.084 Uiso 1 1 calc R U . . .
C35 C 0.2475(6) 0.6761(3) 0.28948(17) 0.0672(12) Uani 1 1 d . . . . .
H35 H 0.3108 0.7203 0.2827 0.081 Uiso 1 1 calc R U . . .
C36 C 0.2203(6) 0.6576(3) 0.33426(15) 0.0580(10) Uani 1 1 d . . . . .
H36 H 0.2653 0.6893 0.3575 0.070 Uiso 1 1 calc R U . . .
C37 C 0.2225(9) 0.6484(5) 0.20687(18) 0.103(2) Uani 1 1 d . . . . .
H37A H 0.3342 0.6547 0.2047 0.154 Uiso 1 1 calc R U . . .
H37B H 0.1708 0.6976 0.1970 0.154 Uiso 1 1 calc R U . . .
H37C H 0.1873 0.6040 0.1878 0.154 Uiso 1 1 calc R U . . .
C41 C -0.1548(5) 0.7776(2) 0.54167(13) 0.0500(9) Uani 1 1 d . . . . .
C42 C -0.0863(6) 0.8107(2) 0.58139(14) 0.0554(10) Uani 1 1 d . . . . .
H42 H -0.0160 0.7800 0.5993 0.066 Uiso 1 1 calc R U . . .
C43 C -0.1231(6) 0.8889(3) 0.59403(16) 0.0638(12) Uani 1 1 d . . . . .
H43 H -0.0763 0.9109 0.6204 0.077 Uiso 1 1 calc R U . . .
C45 C -0.2895(6) 0.9046(3) 0.53105(16) 0.0603(11) Uani 1 1 d . . . . .
H45 H -0.3589 0.9371 0.5139 0.072 Uiso 1 1 calc R U . . .
C46 C -0.2567(5) 0.8269(3) 0.51613(15) 0.0540(9) Uani 1 1 d . . . . .
H46 H -0.3029 0.8077 0.4890 0.065 Uiso 1 1 calc R U . . .
C47 C -0.2652(9) 1.0158(4) 0.5858(2) 0.098(2) Uani 1 1 d . . . . .
H47A H -0.1833 1.0533 0.5785 0.147 Uiso 1 1 calc R U . . .
H47B H -0.2765 1.0143 0.6183 0.147 Uiso 1 1 calc R U . . .
H47C H -0.3624 1.0330 0.5712 0.147 Uiso 1 1 calc R U . . .
OW1 O 0.9338(14) 0.1419(5) 0.7757(3) 0.187(6) Uani 0.84(2) 1 d . . P . .
OW2 O 0.9471(16) 0.1321(6) 0.6765(3) 0.263(6) Uani 1 1 d . . . . .
OW3 O 0.5940(15) 0.1599(7) 0.7614(3) 0.158(6) Uani 0.629(17) 1 d . . P . .
OW4 O 0.5854(16) 0.1400(6) 0.6677(4) 0.260(6) Uani 1 1 d . . . . .
OW5 O 0.3198(18) 0.0810(10) 0.7404(6) 0.328(12) Uani 0.89(2) 1 d . . P . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 '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
O12 S(1) O13 117.5(4) . .
O12 S(1) O11 111.6(3) . .
O13 S(1) O11 110.5(3) . .
O12 S(1) C14 105.8(2) . .
O13 S(1) C14 105.2(2) . .
O11 S(1) C14 105.2(2) . .
O22 S(2) O21 120.7(5) . .
O22 S(2) O23 101.5(5) . .
O21 S(2) O23 113.1(5) . .
O22 S(2) C24 108.1(3) . .
O21 S(2) C24 107.5(3) . .
O23 S(2) C24 104.8(4) . .
C(A1 N(1) C(A2 107.4(3) . .
C(A3 N(2) C(A4 107.6(3) . .
C(A6 N(3) C(A5 107.7(3) . .
C(A7 N(4) C(A8 107.6(3) . .
C33 N14 C35 120.6(4) . .
C33 N14 C37 119.0(5) . .
C35 N14 C37 120.4(5) . .
C45 N24 C43 121.0(4) . .
C45 N24 C47 120.4(5) . .
C43 N24 C47 118.6(5) . .
N(1) C(A1 C(M2 126.1(3) . 3_666
N(1) C(A1 C(B1 108.9(3) . .
C(M2 C(A1 C(B1 125.0(3) 3_666 .
N(1) C(A2 C(M1 125.9(3) . .
N(1) C(A2 C(B2 108.5(3) . .
C(M1 C(A2 C(B2 125.6(3) . .
N(2) C(A3 C(M1 126.3(3) . .
N(2) C(A3 C(B3 108.9(3) . .
C(M1 C(A3 C(B3 124.8(4) . .
N(2) C(A4 C(M2 126.2(3) . .
N(2) C(A4 C(B4 108.7(3) . .
C(M2 C(A4 C(B4 125.1(3) . .
N(3) C(A5 C(M4 126.4(3) . 3_566
N(3) C(A5 C(B5 108.5(3) . .
C(M4 C(A5 C(B5 125.1(3) 3_566 .
N(3) C(A6 C(M3 126.3(3) . .
N(3) C(A6 C(B6 108.6(3) . .
C(M3 C(A6 C(B6 125.1(4) . .
N(4) C(A7 C(M3 125.6(3) . .
N(4) C(A7 C(B7 109.4(3) . .
C(M3 C(A7 C(B7 125.0(3) . .
N(4) C(A8 C(M4 126.1(3) . .
N(4) C(A8 C(B8 108.7(3) . .
C(M4 C(A8 C(B8 125.1(3) . .
C(B2 C(B1 C(A1 107.1(3) . .
C(B2 C(B1 H(B1 126.4 . .
C(A1 C(B1 H(B1 126.4 . .
C(B1 C(B2 C(A2 108.0(3) . .
C(B1 C(B2 H(B2 126.0 . .
C(A2 C(B2 H(B2 126.0 . .
C(B4 C(B3 C(A3 107.6(4) . .
C(B4 C(B3 H(B3 126.2 . .
C(A3 C(B3 H(B3 126.2 . .
C(B3 C(B4 C(A4 107.2(3) . .
C(B3 C(B4 H(B4 126.4 . .
C(A4 C(B4 H(B4 126.4 . .
C(B6 C(B5 C(A5 107.7(3) . .
C(B6 C(B5 H(B5 126.1 . .
C(A5 C(B5 H(B5 126.1 . .
C(B5 C(B6 C(A6 107.4(3) . .
C(B5 C(B6 H(B6 126.3 . .
C(A6 C(B6 H(B6 126.3 . .
C(B8 C(B7 C(A7 107.3(3) . .
C(B8 C(B7 H(B7 126.4 . .
C(A7 C(B7 H(B7 126.4 . .
C(B7 C(B8 C(A8 106.9(3) . .
C(B7 C(B8 H(B8 126.5 . .
C(A8 C(B8 H(B8 126.5 . .
C(A2 C(M1 C(A3 124.9(3) . .
C(A2 C(M1 C11 118.5(3) . .
C(A3 C(M1 C11 116.6(3) . .
C(A4 C(M2 C(A1 125.1(3) . 3_666
C(A4 C(M2 C21 117.3(3) . .
C(A1 C(M2 C21 117.7(3) 3_666 .
C(A6 C(M3 C(A7 124.8(3) . .
C(A6 C(M3 C31 116.7(3) . .
C(A7 C(M3 C31 118.4(3) . .
C(A5 C(M4 C(A8 125.9(3) 3_566 .
C(A5 C(M4 C41 116.3(3) 3_566 .
C(A8 C(M4 C41 117.7(3) . .
C16 C11 C12 117.6(3) . .
C16 C11 C(M1 120.7(4) . .
C12 C11 C(M1 121.6(4) . .
C13 C12 C11 121.5(4) . .
C13 C12 H12 119.2 . .
C11 C12 H12 119.2 . .
C14 C13 C12 119.8(4) . .
C14 C13 H13 120.1 . .
C12 C13 H13 120.1 . .
C13 C14 C15 120.8(4) . .
C13 C14 S(1) 119.9(3) . .
C15 C14 S(1) 119.3(4) . .
C14 C15 C16 119.0(4) . .
C14 C15 H15 120.5 . .
C16 C15 H15 120.5 . .
C11 C16 C15 121.2(4) . .
C11 C16 H16 119.4 . .
C15 C16 H16 119.4 . .
C26 C21 C22 117.5(4) . .
C26 C21 C(M2 122.1(4) . .
C22 C21 C(M2 120.4(4) . .
C23 C22 C21 122.0(5) . .
C23 C22 H22 119.0 . .
C21 C22 H22 119.0 . .
C24 C23 C22 118.8(5) . .
C24 C23 H23 120.6 . .
C22 C23 H23 120.6 . .
C25 C24 C23 121.0(4) . .
C25 C24 S(2) 120.3(5) . .
C23 C24 S(2) 118.7(4) . .
C24 C25 C26 119.9(5) . .
C24 C25 H25 120.0 . .
C26 C25 H25 120.0 . .
C21 C26 C25 120.7(4) . .
C21 C26 H26 119.6 . .
C25 C26 H26 119.6 . .
C36 C31 C32 116.8(4) . .
C36 C31 C(M3 122.8(4) . .
C32 C31 C(M3 120.4(4) . .
C33 C32 C31 119.8(5) . .
C33 C32 H32 120.1 . .
C31 C32 H32 120.1 . .
N14 C33 C32 121.6(5) . .
N14 C33 H33 119.2 . .
C32 C33 H33 119.2 . .
N14 C35 C36 120.8(5) . .
N14 C35 H35 119.6 . .
C36 C35 H35 119.6 . .
C35 C36 C31 120.3(4) . .
C35 C36 H36 119.8 . .
C31 C36 H36 119.8 . .
N14 C37 H37A 109.5 . .
N14 C37 H37B 109.5 . .
H37A C37 H37B 109.5 . .
N14 C37 H37C 109.5 . .
H37A C37 H37C 109.5 . .
H37B C37 H37C 109.5 . .
C46 C41 C42 117.3(4) . .
C46 C41 C(M4 122.3(4) . .
C42 C41 C(M4 120.4(4) . .
C43 C42 C41 119.8(4) . .
C43 C42 H42 120.1 . .
C41 C42 H42 120.1 . .
N24 C43 C42 121.0(4) . .
N24 C43 H43 119.5 . .
C42 C43 H43 119.5 . .
N24 C45 C46 121.0(4) . .
N24 C45 H45 119.5 . .
C46 C45 H45 119.5 . .
C45 C46 C41 119.9(4) . .
C45 C46 H46 120.0 . .
C41 C46 H46 120.0 . .
N24 C47 H47A 109.5 . .
N24 C47 H47B 109.5 . .
H47A C47 H47B 109.5 . .
N24 C47 H47C 109.5 . .
H47A C47 H47C 109.5 . .
H47B C47 H47C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
S(1) O12 1.421(4) .
S(1) O13 1.439(4) .
S(1) O11 1.451(5) .
S(1) C14 1.783(4) .
S(2) O22 1.356(6) .
S(2) O21 1.386(5) .
S(2) O23 1.503(8) .
S(2) C24 1.773(5) .
N(1) C(A1 1.368(4) .
N(1) C(A2 1.375(5) .
N(2) C(A3 1.367(5) .
N(2) C(A4 1.369(4) .
N(3) C(A6 1.367(5) .
N(3) C(A5 1.373(4) .
N(4) C(A7 1.357(5) .
N(4) C(A8 1.367(4) .
N14 C33 1.303(7) .
N14 C35 1.342(7) .
N14 C37 1.496(6) .
N24 C45 1.319(6) .
N24 C43 1.324(6) .
N24 C47 1.485(6) .
C(A1 C(M2 1.405(5) 3_666
C(A1 C(B1 1.444(5) .
C(A2 C(M1 1.399(5) .
C(A2 C(B2 1.436(5) .
C(A3 C(M1 1.406(5) .
C(A3 C(B3 1.432(5) .
C(A4 C(M2 1.399(5) .
C(A4 C(B4 1.440(5) .
C(A5 C(M4 1.396(5) 3_566
C(A5 C(B5 1.433(5) .
C(A6 C(M3 1.394(5) .
C(A6 C(B6 1.439(5) .
C(A7 C(M3 1.411(5) .
C(A7 C(B7 1.437(5) .
C(A8 C(M4 1.405(5) .
C(A8 C(B8 1.448(5) .
C(B1 C(B2 1.340(6) .
C(B1 H(B1 0.9300 .
C(B2 H(B2 0.9300 .
C(B3 C(B4 1.349(5) .
C(B3 H(B3 0.9300 .
C(B4 H(B4 0.9300 .
C(B5 C(B6 1.347(6) .
C(B5 H(B5 0.9300 .
C(B6 H(B6 0.9300 .
C(B7 C(B8 1.351(5) .
C(B7 H(B7 0.9300 .
C(B8 H(B8 0.9300 .
C(M1 C11 1.490(5) .
C(M2 C(A1 1.405(5) 3_666
C(M2 C21 1.483(5) .
C(M3 C31 1.479(5) .
C(M4 C(A5 1.396(5) 3_566
C(M4 C41 1.486(5) .
C11 C16 1.390(6) .
C11 C12 1.395(6) .
C12 C13 1.374(6) .
C12 H12 0.9300 .
C13 C14 1.365(7) .
C13 H13 0.9300 .
C14 C15 1.386(6) .
C15 C16 1.390(5) .
C15 H15 0.9300 .
C16 H16 0.9300 .
C21 C26 1.388(6) .
C21 C22 1.396(6) .
C22 C23 1.378(6) .
C22 H22 0.9300 .
C23 C24 1.377(8) .
C23 H23 0.9300 .
C24 C25 1.366(8) .
C25 C26 1.392(6) .
C25 H25 0.9300 .
C26 H26 0.9300 .
C31 C36 1.386(6) .
C31 C32 1.399(6) .
C32 C33 1.381(6) .
C32 H32 0.9300 .
C33 H33 0.9300 .
C35 C36 1.373(6) .
C35 H35 0.9300 .
C36 H36 0.9300 .
C37 H37A 0.9600 .
C37 H37B 0.9600 .
C37 H37C 0.9600 .
C41 C46 1.386(6) .
C41 C42 1.393(6) .
C42 C43 1.375(6) .
C42 H42 0.9300 .
C43 H43 0.9300 .
C45 C46 1.379(6) .
C45 H45 0.9300 .
C46 H46 0.9300 .
C47 H47A 0.9600 .
C47 H47B 0.9600 .
C47 H47C 0.9600 .
loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_site_symmetry_1
_geom_contact_site_symmetry_2
OW1 OW2 2.917(14) . .
OW1 OW3 2.922(19) . .
OW2 OW4 3.081(19) . .
OW2 O13 2.885(10) . 1_645
OW3 O22 2.912(14) . .
OW3 OW4 2.764(14) . .
OW3 OW5 2.72(2) . .
OW4 OW5 3.30(2) . .
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
C(A2 N(1) C(A1 C(M2 179.6(4) . . . 3_666
C(A2 N(1) C(A1 C(B1 -1.0(5) . . . .
C(A1 N(1) C(A2 C(M1 -179.4(4) . . . .
C(A1 N(1) C(A2 C(B2 -0.3(5) . . . .
C(A4 N(2) C(A3 C(M1 179.4(4) . . . .
C(A4 N(2) C(A3 C(B3 -2.3(5) . . . .
C(A3 N(2) C(A4 C(M2 -177.3(4) . . . .
C(A3 N(2) C(A4 C(B4 2.6(5) . . . .
C(A6 N(3) C(A5 C(M4 -178.8(4) . . . 3_566
C(A6 N(3) C(A5 C(B5 2.4(5) . . . .
C(A5 N(3) C(A6 C(M3 179.2(4) . . . .
C(A5 N(3) C(A6 C(B6 -2.7(5) . . . .
C(A8 N(4) C(A7 C(M3 -179.7(4) . . . .
C(A8 N(4) C(A7 C(B7 0.6(5) . . . .
C(A7 N(4) C(A8 C(M4 -179.7(4) . . . .
C(A7 N(4) C(A8 C(B8 -0.6(5) . . . .
N(1) C(A1 C(B1 C(B2 2.0(5) . . . .
C(M2 C(A1 C(B1 C(B2 -178.6(4) 3_666 . . .
C(A1 C(B1 C(B2 C(A2 -2.1(5) . . . .
N(1) C(A2 C(B2 C(B1 1.6(5) . . . .
C(M1 C(A2 C(B2 C(B1 -179.4(4) . . . .
N(2) C(A3 C(B3 C(B4 1.0(6) . . . .
C(M1 C(A3 C(B3 C(B4 179.4(4) . . . .
C(A3 C(B3 C(B4 C(A4 0.6(6) . . . .
N(2) C(A4 C(B4 C(B3 -2.0(6) . . . .
C(M2 C(A4 C(B4 C(B3 177.9(5) . . . .
N(3) C(A5 C(B5 C(B6 -1.2(6) . . . .
C(M4 C(A5 C(B5 C(B6 -180.0(5) 3_566 . . .
C(A5 C(B5 C(B6 C(A6 -0.5(6) . . . .
N(3) C(A6 C(B6 C(B5 2.0(6) . . . .
C(M3 C(A6 C(B6 C(B5 -179.9(5) . . . .
N(4) C(A7 C(B7 C(B8 -0.5(5) . . . .
C(M3 C(A7 C(B7 C(B8 179.9(4) . . . .
C(A7 C(B7 C(B8 C(A8 0.1(5) . . . .
N(4) C(A8 C(B8 C(B7 0.3(5) . . . .
C(M4 C(A8 C(B8 C(B7 179.4(4) . . . .
N(1) C(A2 C(M1 C(A3 -3.5(7) . . . .
C(B2 C(A2 C(M1 C(A3 177.6(4) . . . .
N(1) C(A2 C(M1 C11 174.9(4) . . . .
C(B2 C(A2 C(M1 C11 -4.0(7) . . . .
N(2) C(A3 C(M1 C(A2 7.1(7) . . . .
C(B3 C(A3 C(M1 C(A2 -171.0(4) . . . .
N(2) C(A3 C(M1 C11 -171.3(4) . . . .
C(B3 C(A3 C(M1 C11 10.6(7) . . . .
N(2) C(A4 C(M2 C(A1 -8.2(8) . . . 3_666
C(B4 C(A4 C(M2 C(A1 171.8(4) . . . 3_666
N(2) C(A4 C(M2 C21 172.1(4) . . . .
C(B4 C(A4 C(M2 C21 -7.9(7) . . . .
N(3) C(A6 C(M3 C(A7 5.8(8) . . . .
C(B6 C(A6 C(M3 C(A7 -171.9(5) . . . .
N(3) C(A6 C(M3 C31 -170.8(4) . . . .
C(B6 C(A6 C(M3 C31 11.4(7) . . . .
N(4) C(A7 C(M3 C(A6 -3.1(8) . . . .
C(B7 C(A7 C(M3 C(A6 176.5(4) . . . .
N(4) C(A7 C(M3 C31 173.5(4) . . . .
C(B7 C(A7 C(M3 C31 -6.9(7) . . . .
N(4) C(A8 C(M4 C(A5 -2.3(7) . . . 3_566
C(B8 C(A8 C(M4 C(A5 178.6(4) . . . 3_566
N(4) C(A8 C(M4 C41 175.1(4) . . . .
C(B8 C(A8 C(M4 C41 -4.0(6) . . . .
C(A2 C(M1 C11 C16 -125.4(4) . . . .
C(A3 C(M1 C11 C16 53.1(6) . . . .
C(A2 C(M1 C11 C12 53.8(6) . . . .
C(A3 C(M1 C11 C12 -127.6(4) . . . .
C16 C11 C12 C13 -1.1(6) . . . .
C(M1 C11 C12 C13 179.6(4) . . . .
C11 C12 C13 C14 -0.2(7) . . . .
C12 C13 C14 C15 1.9(7) . . . .
C12 C13 C14 S(1) -178.8(3) . . . .
O12 S(1) C14 C13 -107.9(4) . . . .
O13 S(1) C14 C13 127.2(5) . . . .
O11 S(1) C14 C13 10.4(5) . . . .
O12 S(1) C14 C15 71.5(4) . . . .
O13 S(1) C14 C15 -53.5(5) . . . .
O11 S(1) C14 C15 -170.2(4) . . . .
C13 C14 C15 C16 -2.0(7) . . . .
S(1) C14 C15 C16 178.6(3) . . . .
C12 C11 C16 C15 0.9(6) . . . .
C(M1 C11 C16 C15 -179.8(4) . . . .
C14 C15 C16 C11 0.6(6) . . . .
C(A4 C(M2 C21 C26 127.0(5) . . . .
C(A1 C(M2 C21 C26 -52.7(6) 3_666 . . .
C(A4 C(M2 C21 C22 -52.9(6) . . . .
C(A1 C(M2 C21 C22 127.4(5) 3_666 . . .
C26 C21 C22 C23 0.5(7) . . . .
C(M2 C21 C22 C23 -179.6(4) . . . .
C21 C22 C23 C24 -0.2(8) . . . .
C22 C23 C24 C25 0.2(8) . . . .
C22 C23 C24 S(2) 180.0(4) . . . .
O22 S(2) C24 C25 91.3(6) . . . .
O21 S(2) C24 C25 -40.5(6) . . . .
O23 S(2) C24 C25 -161.0(6) . . . .
O22 S(2) C24 C23 -88.4(6) . . . .
O21 S(2) C24 C23 139.8(5) . . . .
O23 S(2) C24 C23 19.2(6) . . . .
C23 C24 C25 C26 -0.5(8) . . . .
S(2) C24 C25 C26 179.7(4) . . . .
C22 C21 C26 C25 -0.8(7) . . . .
C(M2 C21 C26 C25 179.3(4) . . . .
C24 C25 C26 C21 0.8(7) . . . .
C(A6 C(M3 C31 C36 -127.6(5) . . . .
C(A7 C(M3 C31 C36 55.5(6) . . . .
C(A6 C(M3 C31 C32 51.3(6) . . . .
C(A7 C(M3 C31 C32 -125.6(5) . . . .
C36 C31 C32 C33 2.0(7) . . . .
C(M3 C31 C32 C33 -176.9(4) . . . .
C35 N14 C33 C32 -1.2(8) . . . .
C37 N14 C33 C32 176.5(5) . . . .
C31 C32 C33 N14 -0.7(8) . . . .
C33 N14 C35 C36 1.6(8) . . . .
C37 N14 C35 C36 -176.1(5) . . . .
N14 C35 C36 C31 -0.1(8) . . . .
C32 C31 C36 C35 -1.7(7) . . . .
C(M3 C31 C36 C35 177.3(4) . . . .
C(A5 C(M4 C41 C46 -128.0(4) 3_566 . . .
C(A8 C(M4 C41 C46 54.4(6) . . . .
C(A5 C(M4 C41 C42 53.0(6) 3_566 . . .
C(A8 C(M4 C41 C42 -124.7(4) . . . .
C46 C41 C42 C43 1.0(6) . . . .
C(M4 C41 C42 C43 -179.9(4) . . . .
C45 N24 C43 C42 -1.6(7) . . . .
C47 N24 C43 C42 177.0(5) . . . .
C41 C42 C43 N24 0.6(7) . . . .
C43 N24 C45 C46 0.9(7) . . . .
C47 N24 C45 C46 -177.6(5) . . . .
N24 C45 C46 C41 0.7(7) . . . .
C42 C41 C46 C45 -1.6(6) . . . .
C(M4 C41 C46 C45 179.3(4) . . . .
