#------------------------------------------------------------------------------
#$Date: 2016-02-16 03:10:39 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176453 $
#$URL: svn://www.crystallography.net/cod/cif/7/11/60/7116073.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_7116073
loop_
_publ_author_name
'Simon A. Herbert'
'Agnieszka Janiak'
'Praveen K. Thallapally'
'Jerry L. Atwood'
'Leonard J. Barbour'
_publ_section_title
;
 Diffusion of vaporous guests into a seemingly non-porous organic crystal
;
_journal_name_full               Chem.Commun.
_journal_page_first              15509
_journal_paper_doi               10.1039/C4cc07366E
_journal_volume                  50
_journal_year                    2014
_chemical_formula_moiety
'C44 H50.40 O4 S4, C44 H56 O4 S4, 0.8(I), 5.6(H)'
_chemical_formula_sum            'C88 H112 I0.8 O8 S8'
_chemical_formula_weight         1655.78
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           113
_symmetry_cell_setting           tetragonal
_symmetry_space_group_name_Hall  'P -4 2ab'
_symmetry_space_group_name_H-M   'P -4 21 m'
_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            2
_cell_length_a                   19.544(3)
_cell_length_b                   19.544(3)
_cell_length_c                   11.924(2)
_cell_measurement_reflns_used    7232
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      27.98
_cell_measurement_theta_min      1.47
_cell_volume                     4554.6(12)
_computing_cell_refinement       'APEX2 v2012.10-0 (Bruker AXS, 2005-2012)'
_computing_data_collection       'APEX2 v2012.10-0 (Bruker AXS, 2005-2012)'
_computing_data_reduction        'SAINT (Bruker AXS, 2009)'
_computing_molecular_graphics    'XSeed (Barbour, 2001)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0424
_diffrn_reflns_av_sigmaI/netI    0.0343
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            28876
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         27.98
_diffrn_reflns_theta_min         1.47
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.517
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.9659
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS 2008/1 (Bruker AXS, 2008)'
_exptl_crystal_colour            'light brown'
_exptl_crystal_density_diffrn    1.207
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1748.8
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.10
_refine_diff_density_max         1.245
_refine_diff_density_min         -0.891
_refine_diff_density_rms         0.078
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.03(5)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     323
_refine_ls_number_reflns         5545
_refine_ls_number_restraints     62
_refine_ls_restrained_S_all      1.059
_refine_ls_R_factor_all          0.0621
_refine_ls_R_factor_gt           0.0537
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0860P)²+4.1036P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1456
_refine_ls_wR_factor_ref         0.1536
_reflns_number_gt                4914
_reflns_number_total             5545
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c4cc07366e3.cif
_cod_data_source_block           e:TBC_dry_I2
_cod_original_cell_volume        4554.4(16)
_cod_original_formula_sum        'C88 H112 I0.80 O8 S8'
_cod_database_code               7116073
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'y, -x, -z'
'-x, -y, z'
'-y, x, -z'
'x+1/2, -y+1/2, -z'
'-x+1/2, y+1/2, -z'
'-y+1/2, -x+1/2, z'
'y+1/2, x+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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.80477(3) 0.95658(4) 1.01104(7) 0.02087(17) Uani 1 1 d . . .
C1 C 0.92695(14) 0.88654(14) 0.9893(3) 0.0199(6) Uani 1 1 d . . .
C2 C 0.86907(15) 0.91209(15) 0.9359(3) 0.0200(6) Uani 1 1 d . . .
C3 C 0.85712(15) 0.89871(15) 0.8223(3) 0.0219(6) Uani 1 1 d . . .
H3 H 0.8170 0.9161 0.7876 0.026 Uiso 1 1 calc R . .
C4 C 0.90346(16) 0.86007(16) 0.7590(3) 0.0237(6) Uani 1 1 d . . .
C5 C 0.96147(15) 0.83588(15) 0.8124(3) 0.0216(6) Uani 1 1 d . . .
H5 H 0.9940 0.8104 0.7705 0.026 Uiso 1 1 calc R . .
C6 C 0.97350(14) 0.84790(15) 0.9264(3) 0.0202(6) Uani 1 1 d . . .
C7 C 0.8891(2) 0.8478(2) 0.6344(3) 0.0344(8) Uani 1 1 d . . .
C8 C 0.8187(2) 0.8154(3) 0.6201(4) 0.0705(17) Uani 1 1 d . . .
H8A H 0.7840 0.8450 0.6543 0.106 Uiso 1 1 calc R . .
H8B H 0.8180 0.7706 0.6569 0.106 Uiso 1 1 calc R . .
H8C H 0.8087 0.8098 0.5401 0.106 Uiso 1 1 calc R . .
C9 C 0.9423(2) 0.8009(2) 0.5821(3) 0.0406(9) Uani 1 1 d . . .
H9A H 0.9318 0.7943 0.5025 0.061 Uiso 1 1 calc R . .
H9B H 0.9416 0.7566 0.6205 0.061 Uiso 1 1 calc R . .
H9C H 0.9877 0.8216 0.5898 0.061 Uiso 1 1 calc R . .
C10 C 0.8904(3) 0.9165(3) 0.5734(4) 0.0701(17) Uani 1 1 d . . .
H10A H 0.9364 0.9363 0.5785 0.105 Uiso 1 1 calc R . .
H10B H 0.8573 0.9476 0.6081 0.105 Uiso 1 1 calc R . .
H10C H 0.8784 0.9096 0.4944 0.105 Uiso 1 1 calc R . .
O1 O 0.93994(11) 0.90105(12) 1.09956(19) 0.0267(5) Uani 1 1 d . . .
C11 C 0.9104(2) 0.8544(2) 1.1783(3) 0.0395(9) Uani 1 1 d . . .
H11A H 0.8604 0.8574 1.1744 0.059 Uiso 1 1 calc R . .
H11B H 0.9256 0.8662 1.2542 0.059 Uiso 1 1 calc R . .
H11C H 0.9249 0.8077 1.1603 0.059 Uiso 1 1 calc R . .
S2 S 0.50006(4) 0.79926(4) 0.68909(6) 0.02200(17) Uani 1 1 d . . .
C12 C 0.59794(14) 0.90206(14) 0.6794(4) 0.0193(8) Uani 1 2 d S B .
C13 C 0.56024(15) 0.85272(15) 0.6208(3) 0.0204(6) Uani 1 1 d . . .
C14 C 0.57521(16) 0.83839(16) 0.5097(3) 0.0259(6) Uani 1 1 d . A .
H14A H 0.5495 0.8042 0.4718 0.031 Uiso 1 1 calc R . .
C15 C 0.62714(19) 0.87286(19) 0.4516(4) 0.0291(10) Uani 1 2 d SD . .
C16 C 0.6409(8) 0.8529(8) 0.3290(5) 0.042(2) Uani 0.50 1 d PD A -1
C17 C 0.5781(5) 0.8666(7) 0.2594(7) 0.083(5) Uani 0.50 1 d PD A -1
H17A H 0.5652 0.9140 0.2607 0.125 Uiso 0.50 1 d PR A -1
H17B H 0.5858 0.8525 0.1834 0.125 Uiso 0.50 1 d PR A -1
H17C H 0.5420 0.8395 0.2914 0.125 Uiso 0.50 1 d PR A -1
C18 C 0.7009(5) 0.8952(5) 0.2822(6) 0.048(2) Uani 0.50 1 d PD A -1
H18A H 0.6898 0.9430 0.2872 0.072 Uiso 0.50 1 d PR A -1
H18B H 0.7423 0.8864 0.3231 0.072 Uiso 0.50 1 d PR A -1
H18C H 0.7072 0.8828 0.2050 0.072 Uiso 0.50 1 d PR A -1
C19 C 0.6629(7) 0.7762(4) 0.3239(7) 0.076(4) Uani 0.50 1 d PD A -1
H19A H 0.7039 0.7668 0.3655 0.114 Uiso 0.50 1 d PR A -1
H19B H 0.6257 0.7504 0.3549 0.114 Uiso 0.50 1 d PR A -1
H19C H 0.6695 0.7634 0.2469 0.114 Uiso 0.50 1 d PR A -1
O2 O 0.58511(12) 0.91489(12) 0.7901(3) 0.0279(7) Uani 1 2 d S . .
C20 C 0.6239(3) 0.8761(3) 0.8651(5) 0.0407(16) Uani 0.80 2 d SP B .
H20A H 0.6538 0.8462 0.8242 0.061 Uiso 0.80 2 d SPR . .
H20B H 0.6506 0.9063 0.9115 0.061 Uiso 0.80 1 d PR . .
C40 C 0.529(2) 0.957(2) 0.833(3) 0.043(10) Uiso 0.10 1 d P B -1
H40A H 0.5072 0.9785 0.7692 0.064 Uiso 0.10 1 d PR . .
H40B H 0.4944 0.9373 0.8772 0.064 Uiso 0.20 1 d PR . .
C21 C 0.40404(16) 0.90404(16) 0.6995(4) 0.0236(9) Uani 1 2 d SD . .
C22 C 0.44226(15) 0.85549(15) 0.7580(3) 0.0219(6) Uani 1 1 d . C .
C23 C 0.4288(3) 0.8425(3) 0.8680(5) 0.0297(11) Uani 0.80 1 d P C 1
H23A H 0.4552 0.8089 0.9060 0.036 Uiso 0.80 1 calc PR C 1
C24 C 0.3772(4) 0.8772(4) 0.9271(5) 0.0423(19) Uani 0.80 2 d SPDU C 1
C25 C 0.3610(4) 0.8610(4) 1.0513(6) 0.061(2) Uani 0.80 2 d SPDU C 1
C26 C 0.3150(7) 0.9076(7) 1.1062(9) 0.073(4) Uani 0.40 1 d PDU C 1
H26A H 0.2719 0.9100 1.0677 0.110 Uiso 0.40 1 d PR C 1
H26B H 0.3363 0.9518 1.1059 0.110 Uiso 0.40 1 d PR C 1
H26C H 0.3075 0.8932 1.1823 0.110 Uiso 0.40 1 d PR C 1
C27 C 0.3317(6) 0.7871(5) 1.0554(8) 0.068(3) Uani 0.40 1 d PDU C 1
H27A H 0.2868 0.7868 1.0175 0.101 Uiso 0.80 2 d SPR C 1
H27B H 0.3254 0.7736 1.1321 0.101 Uiso 0.40 1 d PR C 1
H27C H 0.3625 0.7560 1.0191 0.101 Uiso 0.40 1 d PR C 1
C28 C 0.4316(7) 0.8568(8) 1.1163(11) 0.062(3) Uani 0.40 1 d PDU C 1
H28A H 0.4236 0.8468 1.1940 0.093 Uiso 0.40 1 d PR C 1
H28B H 0.4548 0.8999 1.1098 0.093 Uiso 0.40 1 d PR C 1
H28C H 0.4593 0.8214 1.0840 0.093 Uiso 0.40 1 d PR C 1
O3 O 0.4184(2) 0.9184(2) 0.5893(4) 0.0302(11) Uani 0.80 2 d SP D 1
C29 C 0.3811(4) 0.8811(4) 0.5116(6) 0.056(2) Uani 0.80 2 d SP D 1
H29A H 0.3964 0.8964 0.4393 0.084 Uiso 0.80 2 d SPR D 1
H29B H 0.3371 0.8896 0.5190 0.084 Uiso 0.80 1 d PR D 1
C33 C 0.4457(12) 0.8579(12) 0.880(2) 0.021(5) Uiso 0.20 1 d P C 2
H33A H 0.4781 0.8308 0.9199 0.025 Uiso 0.20 1 calc PR C 2
C34 C 0.4007(9) 0.9007(9) 0.9389(19) 0.033(7) Uiso 0.20 2 d SPD C 2
C35 C 0.4095(8) 0.9095(8) 1.066(2) 0.043(6) Uiso 0.20 2 d SPD C 2
C36 C 0.3459(8) 0.9355(8) 1.122(2) 0.033(6) Uiso 0.20 1 d PD C 2
H36A H 0.3542 0.9424 1.2002 0.050 Uiso 0.20 1 d PR C 2
H36B H 0.3098 0.9027 1.1122 0.050 Uiso 0.20 1 d PR C 2
H36C H 0.3328 0.9781 1.0879 0.050 Uiso 0.20 1 d PR C 2
C37 C 0.4656(7) 0.9656(7) 1.084(3) 0.061(9) Uiso 0.20 2 d SPD . 2
H37A H 0.4744 0.9744 1.1621 0.091 Uiso 0.20 2 d SPR . 2
H37B H 0.4489 1.0067 1.0487 0.091 Uiso 0.20 1 d PR . 2
O33 O 0.4003(8) 0.9003(8) 0.5839(15) 0.034(7) Uiso 0.20 2 d SPD D 2
C39 C 0.3513(13) 0.8513(13) 0.543(3) 0.10(2) Uiso 0.20 2 d SPD D 2
H39A H 0.3528 0.8528 0.4629 0.156 Uiso 0.20 2 d SPR D 2
H39B H 0.3096 0.8623 0.5683 0.156 Uiso 0.20 1 d PR D 2
I1 I 0.67505(8) 0.82495(8) 0.91712(16) 0.0423(4) Uani 0.20 2 d SP . .
I2 I 0.76273(9) 0.73727(9) 1.0135(2) 0.0592(6) Uani 0.20 2 d SP . .
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'
O O 0.0106 0.0060 '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
C6 S1 C2 104.72(14) 2_577 .
O1 C1 C2 121.1(3) . .
O1 C1 C6 120.4(3) . .
C2 C1 C6 118.5(3) . .
C1 C2 C3 120.8(3) . .
C1 C2 S1 121.5(2) . .
C3 C2 S1 117.6(2) . .
C2 C3 C4 121.0(3) . .
C5 C4 C3 117.8(3) . .
C5 C4 C7 122.9(3) . .
C3 C4 C7 119.3(3) . .
C4 C5 C6 121.8(3) . .
C5 C6 C1 120.1(3) . .
C5 C6 S1 117.3(2) . 4_757
C1 C6 S1 122.2(2) . 4_757
C9 C7 C8 108.8(3) . .
C9 C7 C10 108.9(4) . .
C8 C7 C10 109.1(4) . .
C9 C7 C4 111.5(3) . .
C8 C7 C4 109.8(3) . .
C10 C7 C4 108.8(3) . .
C1 O1 C11 115.1(3) . .
C13 S2 C22 105.65(15) . .
O2 C12 C13 120.7(2) . .
O2 C12 C13 120.7(2) . 7_665
C13 C12 C13 118.5(4) . 7_665
C14 C13 C12 120.3(3) . .
C14 C13 S2 117.4(2) . .
C12 C13 S2 121.8(3) . .
C13 C14 C15 121.9(3) . .
C14 C15 C14 116.9(4) 7_665 .
C14 C15 C16 118.4(8) 7_665 7_665
C14 C15 C16 124.7(8) . 7_665
C14 C15 C16 124.7(8) 7_665 .
C14 C15 C16 118.4(8) . .
C17 C16 C15 109.6(7) . .
C17 C16 C18 109.0(8) . .
C15 C16 C18 110.0(11) . .
C17 C16 C19 111.9(12) . .
C15 C16 C19 109.2(7) . .
C18 C16 C19 107.0(8) . .
C12 O2 C20 114.8(4) . .
C12 O2 C40 125.1(13) . .
C20 O2 C40 119.4(13) . .
C12 O2 C40 125.1(13) . 7_665
C20 O2 C40 119.4(13) . 7_665
O3 C21 C22 120.6(2) . 8_455
O33 C21 C22 119.4(3) . 8_455
O3 C21 C22 120.6(2) . .
O33 C21 C22 119.4(3) . .
C22 C21 C22 118.6(4) 8_455 .
C23 C22 C21 120.4(3) . .
C21 C22 C33 120.2(10) . .
C23 C22 S2 116.9(3) . .
C21 C22 S2 122.0(3) . .
C33 C22 S2 116.9(10) . .
C22 C23 C24 122.1(4) . .
C23 C24 C23 116.2(6) 8_455 .
C23 C24 C25 121.9(3) 8_455 .
C23 C24 C25 121.9(3) . .
C26 C25 C26 125.8(10) 8_455 .
C26 C25 C24 115.7(5) 8_455 .
C26 C25 C24 115.7(5) . .
C26 C25 C27 110.0(9) . .
C24 C25 C27 107.2(7) . .
C26 C25 C27 110.1(9) 8_455 8_455
C24 C25 C27 107.2(7) . 8_455
C26 C25 C28 110.8(9) . .
C24 C25 C28 107.5(8) . .
C27 C25 C28 105.0(7) . .
C26 C25 C28 110.8(9) 8_455 8_455
C24 C25 C28 107.5(8) . 8_455
C27 C25 C28 105.0(7) 8_455 8_455
C21 O3 C29 115.1(7) . .
C34 C33 C22 119.2(19) . .
C33 C34 C33 120(3) 8_455 .
C33 C34 C35 119.2(13) 8_455 .
C33 C34 C35 119.2(13) . .
C36 C35 C36 111.3(19) 8_455 .
C36 C35 C34 112.7(12) 8_455 .
C36 C35 C34 112.7(12) . .
C36 C35 C37 106.2(12) 8_455 .
C36 C35 C37 106.2(12) . .
C34 C35 C37 107.2(17) . .
C35 C37 C37 171.9(14) . 3_675
C21 O33 C39 113.9(19) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
S1 C6 1.771(3) 2_577
S1 C2 1.772(3) .
C1 O1 1.369(4) .
C1 C2 1.391(4) .
C1 C6 1.400(4) .
C2 C3 1.399(4) .
C3 C4 1.400(4) .
C4 C5 1.383(4) .
C4 C7 1.531(4) .
C5 C6 1.399(4) .
C6 S1 1.771(3) 4_757
C7 C9 1.520(5) .
C7 C8 1.524(6) .
C7 C10 1.527(6) .
O1 C11 1.431(4) .
S2 C13 1.771(3) .
S2 C22 1.778(3) .
C12 O2 1.367(5) .
C12 C13 1.400(4) .
C12 C13 1.400(4) 7_665
C13 C14 1.385(4) .
C14 C15 1.401(4) .
C15 C14 1.401(4) 7_665
C15 C16 1.537(7) 7_665
C15 C16 1.537(7) .
C16 C17 1.507(12) .
C16 C18 1.538(17) .
C16 C19 1.561(13) .
O2 C20 1.396(8) .
O2 C40 1.47(3) .
O2 C40 1.47(3) 7_665
C20 I1 1.544(8) .
C21 O3 1.373(7) .
C21 O33 1.382(17) .
C21 C22 1.395(4) 8_455
C21 C22 1.395(4) .
C22 C23 1.362(6) .
C22 C33 1.46(2) .
C23 C24 1.405(6) .
C24 C23 1.405(6) 8_455
C24 C25 1.547(9) .
C25 C26 1.437(9) 8_455
C25 C26 1.437(9) .
C25 C27 1.554(12) .
C25 C27 1.554(12) 8_455
C25 C28 1.584(12) .
C25 C28 1.585(12) 8_455
O3 C29 1.386(10) .
C33 C34 1.40(3) .
C34 C33 1.40(3) 8_455
C34 C35 1.53(3) .
C35 C36 1.500(15) 8_455
C35 C36 1.500(15) .
C35 C37 1.566(18) .
O33 C39 1.441(19) .
I1 I2 2.682(3) .
