#------------------------------------------------------------------------------
#$Date: 2015-09-06 01:32:58 +0300 (Sun, 06 Sep 2015) $
#$Revision: 154625 $
#$URL: svn://www.crystallography.net/cod/cif/4/12/41/4124174.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_4124174
loop_
_publ_author_name
'Marshall, Ross J.'
'Griffin, Sarah L.'
'Wilson, Claire'
'Forgan, Ross S.'
_publ_section_title
;
 Single-Crystal to Single-Crystal Mechanical Contraction of Metal-Organic
 Frameworks through Stereoselective Postsynthetic Bromination.
;
_journal_issue                   30
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              9527
_journal_page_last               9530
_journal_paper_doi               10.1021/jacs.5b05434
_journal_volume                  137
_journal_year                    2015
_chemical_formula_moiety         'C16 H10 I2 O4, 2(C2 H6 O S)'
_chemical_formula_sum            'C20 H22 I2 O6 S2'
_chemical_formula_weight         676.29
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_audit_creation_date             2015-05-14
_audit_creation_method
;
Olex2 1.2
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
;
_cell_angle_alpha                89.817(4)
_cell_angle_beta                 83.800(4)
_cell_angle_gamma                70.889(4)
_cell_formula_units_Z            1
_cell_length_a                   5.8835(11)
_cell_length_b                   6.7768(12)
_cell_length_c                   16.356(3)
_cell_measurement_reflns_used    9955
_cell_measurement_temperature    100
_cell_measurement_theta_max      27.47
_cell_measurement_theta_min      2.51
_cell_volume                     612.23(19)
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution
;
Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_diffrn_ambient_temperature      100
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0693
_diffrn_reflns_av_unetI/netI     0.0433
_diffrn_reflns_laue_measured_fraction_full 0.997
_diffrn_reflns_laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            13644
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         27.521
_diffrn_reflns_theta_min         1.253
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    2.771
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.5643
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2012/1 (Bruker,2012) was used for absorption correction.
wR2(int) was 0.1340 before and 0.1026 after correction.
The Ratio of minimum to maximum transmission is 0.7568.
The λ/2 correction factor is 0.0015.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.834
_exptl_crystal_description       plate
_exptl_crystal_F_000             328
_exptl_crystal_size_max          0.39
_exptl_crystal_size_mid          0.34
_exptl_crystal_size_min          0.04
_refine_diff_density_max         1.963
_refine_diff_density_min         -0.710
_refine_diff_density_rms         0.169
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.099
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     139
_refine_ls_number_reflns         2814
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.099
_refine_ls_R_factor_all          0.0364
_refine_ls_R_factor_gt           0.0350
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0560P)²+0.5050P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0922
_refine_ls_wR_factor_ref         0.0937
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2694
_reflns_number_total             2814
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ja5b05434_si_004.cif
_cod_data_source_block           rjm_8_036c_0m
_cod_depositor_comments
'Adding full bibliography for 4124172--4124178.cif.'
_cod_database_code               4124174
_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.
;
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C6(H6), C7(H7)
2.b Idealised Me refined as rotating group:
 C2S(H2SA,H2SB,H2SC), C3S(H3SA,H3SB,H3SC)
2.c Idealised tetrahedral OH refined as rotating group:
 O2(H2)
;
_shelx_shelxl_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 1.2666(7) -0.0906(5) 0.29007(19) 0.0225(6) Uani 1 1 d . . .
C2 C 1.1773(6) 0.0576(5) 0.22355(18) 0.0178(6) Uani 1 1 d . . .
C3 C 1.2626(7) 0.2261(5) 0.2136(2) 0.0238(6) Uani 1 1 d . . .
H3 H 1.3689 0.2452 0.2485 0.029 Uiso 1 1 calc R . .
C4 C 1.1899(8) 0.3649(6) 0.1520(2) 0.0283(7) Uani 1 1 d . . .
H4 H 1.2491 0.4761 0.1451 0.034 Uiso 1 1 calc R . .
C5 C 1.0284(7) 0.3391(5) 0.1000(2) 0.0276(7) Uani 1 1 d . . .
C6 C 0.9425(7) 0.1699(5) 0.1101(2) 0.0296(8) Uani 1 1 d . . .
H6 H 0.8354 0.1511 0.0755 0.036 Uiso 1 1 calc R . .
C7 C 1.0171(6) 0.0298(5) 0.1718(2) 0.0217(6) Uani 1 1 d . . .
H7 H 0.9598 -0.0826 0.1785 0.026 Uiso 1 1 calc R . .
C8 C 0.9409(7) 0.4956(5) 0.0364(2) 0.0283(7) Uani 1 1 d . A 1
I1 I 0.60599(3) 0.73131(3) 0.07315(2) 0.02247(10) Uani 1 1 d . . .
O1 O 1.3864(7) -0.0581(5) 0.3402(2) 0.0501(9) Uani 1 1 d . . .
O2 O 1.1964(5) -0.2567(4) 0.28935(15) 0.0256(5) Uani 1 1 d . . .
H2 H 1.2683 -0.3414 0.3215 0.038 Uiso 1 1 calc GR . .
S1 S 0.65954(15) 0.34036(14) 0.36918(5) 0.02419(18) Uani 1 1 d . . .
C2S C 0.8392(7) 0.4862(7) 0.4021(2) 0.0356(8) Uani 1 1 d . . .
H2SA H 0.8131 0.6106 0.3710 0.053 Uiso 1 1 calc GR . .
H2SB H 1.0072 0.4026 0.3934 0.053 Uiso 1 1 calc GR . .
H2SC H 0.7939 0.5238 0.4595 0.053 Uiso 1 1 calc GR . .
C3S C 0.7259(7) 0.1387(6) 0.4417(2) 0.0328(8) Uani 1 1 d . . .
H3SA H 0.6813 0.1994 0.4965 0.049 Uiso 1 1 calc GR . .
H3SB H 0.8960 0.0615 0.4344 0.049 Uiso 1 1 calc GR . .
H3SC H 0.6361 0.0463 0.4334 0.049 Uiso 1 1 calc GR . .
O1S O 0.3970(4) 0.4719(4) 0.39534(14) 0.0230(5) Uani 1 1 d . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 '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'
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
O1 C1 C2 122.8(3) .
O1 C1 O2 123.6(3) .
O2 C1 C2 113.6(3) .
C3 C2 C1 117.9(3) .
C7 C2 C1 122.1(3) .
C7 C2 C3 120.0(3) .
C2 C3 H3 119.9 .
C4 C3 C2 120.2(3) .
C4 C3 H3 119.9 .
C3 C4 H4 119.8 .
C3 C4 C5 120.3(3) .
C5 C4 H4 119.8 .
C4 C5 C6 119.5(3) .
C4 C5 C8 120.0(3) .
C6 C5 C8 120.5(3) .
C5 C6 H6 119.9 .
C7 C6 C5 120.1(3) .
C7 C6 H6 119.9 .
C2 C7 C6 120.0(3) .
C2 C7 H7 120.0 .
C6 C7 H7 120.0 .
C5 C8 I1 114.6(3) .
C8 C8 C5 126.0(5) 2_765
C8 C8 I1 119.3(4) 2_765
C1 O2 H2 109.5 .
C3S S1 C2S 98.82(19) .
O1S S1 C2S 106.01(17) .
O1S S1 C3S 104.66(17) .
S1 C2S H2SA 109.5 .
S1 C2S H2SB 109.5 .
S1 C2S H2SC 109.5 .
H2SA C2S H2SB 109.5 .
H2SA C2S H2SC 109.5 .
H2SB C2S H2SC 109.5 .
S1 C3S H3SA 109.5 .
S1 C3S H3SB 109.5 .
S1 C3S H3SC 109.5 .
H3SA C3S H3SB 109.5 .
H3SA C3S H3SC 109.5 .
H3SB C3S H3SC 109.5 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 C2 1.497(4) .
C1 O1 1.202(4) .
C1 O2 1.320(4) .
C2 C3 1.393(4) .
C2 C7 1.389(4) .
C3 H3 0.9300 .
C3 C4 1.381(5) .
C4 H4 0.9300 .
C4 C5 1.393(5) .
C5 C6 1.399(5) .
C5 C8 1.491(5) .
C6 H6 0.9300 .
C6 C7 1.389(4) .
C7 H7 0.9300 .
C8 C8 1.325(8) 2_765
C8 I1 2.118(4) .
O2 H2 0.8200 .
S1 C2S 1.787(4) .
S1 C3S 1.780(4) .
S1 O1S 1.524(3) .
C2S H2SA 0.9600 .
C2S H2SB 0.9600 .
C2S H2SC 0.9600 .
C3S H3SA 0.9600 .
C3S H3SB 0.9600 .
C3S H3SC 0.9600 .
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_4
C1 C2 C3 C4 178.6(3) .
C1 C2 C7 C6 -179.0(3) .
C2 C3 C4 C5 0.9(6) .
C3 C2 C7 C6 0.1(5) .
C3 C4 C5 C6 -0.8(6) .
C3 C4 C5 C8 176.9(4) .
C4 C5 C6 C7 0.4(6) .
C4 C5 C8 C8 81.0(6) 2_765
C4 C5 C8 I1 -94.9(4) .
C5 C6 C7 C2 -0.1(6) .
C6 C5 C8 C8 -101.3(6) 2_765
C6 C5 C8 I1 82.7(4) .
C7 C2 C3 C4 -0.5(5) .
C8 C5 C6 C7 -177.3(4) .
O1 C1 C2 C3 8.2(6) .
O1 C1 C2 C7 -172.7(4) .
O2 C1 C2 C3 -173.3(3) .
O2 C1 C2 C7 5.8(5) .
