#------------------------------------------------------------------------------
#$Date: 2020-05-05 15:18:55 +0200 (mar 05 de may de 2020) $
#$Revision: 251620 $
#$URL: svn://www.crystallography.net/cod/cif/7/70/38/7703865.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_7703865
loop_
_publ_author_name
'Bryant, Macguire R.'
'Richardson, Christopher'
_publ_section_title
;
 Hypervalent organoiodine(v) metal-organic frameworks: syntheses, thermal
 studies and stoichiometric oxidants.
;
_journal_issue                   16
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              5167
_journal_page_last               5174
_journal_paper_doi               10.1039/d0dt00870b
_journal_volume                  49
_journal_year                    2020
_chemical_formula_moiety         'C16 H13 I O4'
_chemical_formula_sum            'C16 H13 I O4'
_chemical_formula_weight         396.16
_chemical_melting_point          388.15
_chemical_name_systematic
'dimethyl 2-iodo-[1,1'-biphenyl]-4,4'-dicarboxylate'
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2019-08-06
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2019-09-16 deposited with the CCDC.	2020-03-26 downloaded from the CCDC.
;
_cell_angle_alpha                105.230(4)
_cell_angle_beta                 107.161(4)
_cell_angle_gamma                102.068(4)
_cell_formula_units_Z            2
_cell_length_a                   7.8767(4)
_cell_length_b                   10.0877(5)
_cell_length_c                   10.6978(5)
_cell_measurement_reflns_used    10803
_cell_measurement_temperature    149.99(10)
_cell_measurement_theta_max      30.6590
_cell_measurement_theta_min      2.1690
_cell_volume                     744.83(7)
_computing_cell_refinement       'CrysAlisPro 1.171.40.15 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.40.15 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.40.15 (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      149.99(10)
_diffrn_detector                 'HyPix Bantam HPC-3000'
_diffrn_measured_fraction_theta_full 0.980
_diffrn_measured_fraction_theta_max 0.944
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     -2.00  62.00   0.50    7.00    --   20.00  54.00 -30.00  128
  2  ω     43.00  69.00   0.50    7.00    --   20.00  54.00  30.00   52
  3  ω     69.00  95.00   0.50    7.00    --   20.00  54.00  60.00   52
  4  ω     51.00  98.00   0.50    7.00    --   20.00  54.00 116.28   94
  5  ω     14.00  40.00   0.50    7.00    --   20.00  54.00 116.28   52
  6  ω     78.00 104.00   0.50    7.00    --   20.00  54.00-150.00   52
  7  ω    -17.00  60.00   0.50    7.00    --   20.00  54.00-150.00  154
  8  ω    -20.00   6.00   0.50    7.00    --   20.00  54.00  30.00   52
  9  ω    -33.00 108.50   0.50    7.00    --   20.00  54.00 -60.00  283
 10  ω    -35.00  77.50   0.50    7.00    --   20.00  54.00   0.00  225
 11  ω    -65.00  71.50   0.50    7.00    --   20.00  54.00 -90.00  273
 12  ω    -69.00 -43.00   0.50    7.00    --   20.00  54.00   0.00   52
 13  ω    -73.00  52.50   0.50    7.00    --   20.00  54.00  60.00  251
 14  ω    -72.00 -19.00   0.50    7.00    --   20.00  54.00 150.00  106
 15  ω    -66.00 -40.00   0.50    7.00    --   20.00  54.00  90.00   52
 16  ω    -66.00 -23.00   0.50    7.00    --   20.00  54.00  30.00   86
 17  ω    -72.00 -26.00   0.50    7.00    --   20.00  54.00 -30.00   92
 18  ω    -64.00 -39.00   0.50    7.00    --   20.00  54.00-120.00   50
 19  ω    -72.00 -46.00   0.50    7.00    --   20.00  54.00-150.00   52
 20  ω    -65.00  -8.00   0.50    7.00    --   20.00  54.00 116.28  114
;
_diffrn_measurement_device       'two-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Mini II'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0918221000
_diffrn_orient_matrix_UB_12      0.0089692000
_diffrn_orient_matrix_UB_13      0.0441793000
_diffrn_orient_matrix_UB_21      0.0359116000
_diffrn_orient_matrix_UB_22      0.0575450000
_diffrn_orient_matrix_UB_23      -0.0208263000
_diffrn_orient_matrix_UB_31      -0.0105639000
_diffrn_orient_matrix_UB_32      0.0498657000
_diffrn_orient_matrix_UB_33      0.0555857000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0312
_diffrn_reflns_av_unetI/netI     0.0231
_diffrn_reflns_Laue_measured_fraction_full 0.980
_diffrn_reflns_Laue_measured_fraction_max 0.944
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            14566
_diffrn_reflns_point_group_measured_fraction_full 0.980
_diffrn_reflns_point_group_measured_fraction_max 0.944
_diffrn_reflns_theta_full        29.000
_diffrn_reflns_theta_max         30.660
_diffrn_reflns_theta_min         2.125
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Rigaku (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    2.162
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.60885
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.15 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_density_diffrn    1.766
_exptl_crystal_description       plate
_exptl_crystal_F_000             388
_exptl_crystal_recrystallization_method 'CH2Cl2 / Pet. Spirit'
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.07
_refine_diff_density_max         0.972
_refine_diff_density_min         -0.674
_refine_diff_density_rms         0.072
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     192
_refine_ls_number_reflns         4355
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.043
_refine_ls_R_factor_all          0.0217
_refine_ls_R_factor_gt           0.0197
_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)+(0.0290P)²+0.2186P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0527
_refine_ls_wR_factor_ref         0.0533
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4087
_reflns_number_total             4355
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0dt00870b2.cif
_cod_data_source_block           exp_62me2bpdci
_cod_depositor_comments
'Adding full bibliography for 7703865--7703866.cif.'
_cod_database_code               7703865
_shelx_shelxl_version_number     2017/1
_chemical_oxdiff_formula         C16H13O4I
_chemical_oxdiff_usercomment
'Iodo biphenyl dicarboxylate from DCM/Pet Spirit'
_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_max   0.863
_shelx_estimated_absorpt_t_min   0.478
_reflns_odcompleteness_completeness 95.49
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     30.44
_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
2.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C5(H5), C6(H6), C2'(H2'), C3'(H3'), C5'(H5'), C6'(H6')
2.b Idealised Me refined as rotating group:
 C8(H8A,H8B,H8C), C8'(H8'A,H8'B,H8'C)
;
_olex2_exptl_crystal_mounting_method 'Mitegen mount + Paratone'
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.425
_oxdiff_exptl_absorpt_empirical_full_min 0.839
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_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
I1 I 0.15086(2) 0.41239(2) 0.36276(2) 0.02478(4) Uani 1 1 d . . . . .
C1 C 0.4322(2) 0.69769(16) 0.40932(15) 0.0177(3) Uani 1 1 d . . . . .
C2 C 0.3660(2) 0.54921(16) 0.33385(16) 0.0189(3) Uani 1 1 d . . . . .
C3 C 0.4469(2) 0.48683(17) 0.24432(16) 0.0203(3) Uani 1 1 d . . . . .
H3 H 0.400609 0.388035 0.194390 0.024 Uiso 1 1 calc R . . . .
C4 C 0.5976(2) 0.57300(17) 0.22975(16) 0.0192(3) Uani 1 1 d . . . . .
C5 C 0.6640(2) 0.72140(17) 0.30199(16) 0.0197(3) Uani 1 1 d . . . . .
H5 H 0.762937 0.779338 0.290783 0.024 Uiso 1 1 calc R . . . .
C6 C 0.5818(2) 0.78216(17) 0.39060(16) 0.0198(3) Uani 1 1 d . . . . .
H6 H 0.626960 0.881304 0.438825 0.024 Uiso 1 1 calc R . . . .
C7 C 0.6966(2) 0.51208(18) 0.14043(16) 0.0223(3) Uani 1 1 d . . . . .
C8 C 0.7125(3) 0.3001(2) -0.0067(2) 0.0334(4) Uani 1 1 d . . . . .
H8A H 0.722807 0.345809 -0.073561 0.050 Uiso 1 1 calc GR . . . .
H8B H 0.641586 0.199798 -0.054711 0.050 Uiso 1 1 calc GR . . . .
H8C H 0.835173 0.308646 0.053091 0.050 Uiso 1 1 calc GR . . . .
C1' C 0.3572(2) 0.76901(16) 0.51120(15) 0.0176(3) Uani 1 1 d . . . . .
C2' C 0.4683(2) 0.82474(18) 0.65321(17) 0.0217(3) Uani 1 1 d . . . . .
H2' H 0.587278 0.815339 0.682613 0.026 Uiso 1 1 calc R . . . .
C3' C 0.4033(2) 0.89388(17) 0.75080(16) 0.0215(3) Uani 1 1 d . . . . .
H3' H 0.476366 0.927330 0.845399 0.026 Uiso 1 1 calc R . . . .
C4' C 0.2290(2) 0.91299(16) 0.70691(15) 0.0182(3) Uani 1 1 d . . . . .
C5' C 0.1172(2) 0.85905(17) 0.56502(16) 0.0196(3) Uani 1 1 d . . . . .
H5' H 0.000459 0.872312 0.535670 0.023 Uiso 1 1 calc R . . . .
C6' C 0.1799(2) 0.78578(17) 0.46792(16) 0.0198(3) Uani 1 1 d . . . . .
H6' H 0.103877 0.747738 0.373798 0.024 Uiso 1 1 calc R . . . .
C7' C 0.1654(2) 0.99246(17) 0.81339(16) 0.0205(3) Uani 1 1 d . . . . .
C8' C -0.0647(3) 1.0959(2) 0.8513(2) 0.0304(4) Uani 1 1 d . . . . .
H8'A H -0.175166 1.113332 0.800161 0.046 Uiso 1 1 calc GR . . . .
H8'B H 0.028673 1.186443 0.911708 0.046 Uiso 1 1 calc GR . . . .
H8'C H -0.094534 1.039635 0.906174 0.046 Uiso 1 1 calc GR . . . .
O1 O 0.61933(19) 0.36961(14) 0.07604(14) 0.0300(3) Uani 1 1 d . . . . .
O2 O 0.83127(19) 0.58307(14) 0.12953(14) 0.0338(3) Uani 1 1 d . . . . .
O1' O 0.00594(17) 1.01787(13) 0.75496(12) 0.0248(2) Uani 1 1 d . . . . .
O2' O 0.24801(19) 1.03083(16) 0.93741(13) 0.0317(3) 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'
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
C2 C1 C6 117.83(14) . . ?
C2 C1 C1' 123.58(14) . . ?
C6 C1 C1' 118.55(13) . . ?
C1 C2 I1 120.47(11) . . ?
C3 C2 I1 118.16(11) . . ?
C3 C2 C1 121.27(14) . . ?
C2 C3 H3 120.2 . . ?
C2 C3 C4 119.63(14) . . ?
C4 C3 H3 120.2 . . ?
C3 C4 C5 120.16(14) . . ?
C3 C4 C7 122.42(14) . . ?
C5 C4 C7 117.41(14) . . ?
C4 C5 H5 120.2 . . ?
C6 C5 C4 119.57(14) . . ?
C6 C5 H5 120.2 . . ?
C1 C6 H6 119.2 . . ?
C5 C6 C1 121.51(14) . . ?
C5 C6 H6 119.2 . . ?
O1 C7 C4 111.76(14) . . ?
O2 C7 C4 123.96(15) . . ?
O2 C7 O1 124.27(15) . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
O1 C8 H8A 109.5 . . ?
O1 C8 H8B 109.5 . . ?
O1 C8 H8C 109.5 . . ?
C2' C1' C1 119.37(14) . . ?
C6' C1' C1 121.43(13) . . ?
C6' C1' C2' 119.17(14) . . ?
C1' C2' H2' 119.6 . . ?
C3' C2' C1' 120.75(15) . . ?
C3' C2' H2' 119.6 . . ?
C2' C3' H3' 120.1 . . ?
C4' C3' C2' 119.76(14) . . ?
C4' C3' H3' 120.1 . . ?
C3' C4' C5' 120.04(14) . . ?
C3' C4' C7' 118.71(14) . . ?
C5' C4' C7' 121.25(14) . . ?
C4' C5' H5' 119.9 . . ?
C6' C5' C4' 120.11(14) . . ?
C6' C5' H5' 119.9 . . ?
C1' C6' H6' 119.9 . . ?
C5' C6' C1' 120.12(14) . . ?
C5' C6' H6' 119.9 . . ?
O1' C7' C4' 111.96(13) . . ?
O2' C7' C4' 124.27(15) . . ?
O2' C7' O1' 123.77(15) . . ?
H8'A C8' H8'B 109.5 . . ?
H8'A C8' H8'C 109.5 . . ?
H8'B C8' H8'C 109.5 . . ?
O1' C8' H8'A 109.5 . . ?
O1' C8' H8'B 109.5 . . ?
O1' C8' H8'C 109.5 . . ?
C7 O1 C8 115.57(15) . . ?
C7' O1' C8' 115.49(13) . . ?
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
I1 C2 2.1044(15) . ?
C1 C2 1.399(2) . ?
C1 C6 1.401(2) . ?
C1 C1' 1.484(2) . ?
C2 C3 1.389(2) . ?
C3 H3 0.9300 . ?
C3 C4 1.392(2) . ?
C4 C5 1.392(2) . ?
C4 C7 1.494(2) . ?
C5 H5 0.9300 . ?
C5 C6 1.384(2) . ?
C6 H6 0.9300 . ?
C7 O1 1.333(2) . ?
C7 O2 1.205(2) . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C8 O1 1.445(2) . ?
C1' C2' 1.397(2) . ?
C1' C6' 1.397(2) . ?
C2' H2' 0.9300 . ?
C2' C3' 1.386(2) . ?
C3' H3' 0.9300 . ?
C3' C4' 1.386(2) . ?
C4' C5' 1.397(2) . ?
C4' C7' 1.489(2) . ?
C5' H5' 0.9300 . ?
C5' C6' 1.386(2) . ?
C6' H6' 0.9300 . ?
C7' O1' 1.338(2) . ?
C7' O2' 1.2037(19) . ?
C8' H8'A 0.9600 . ?
C8' H8'B 0.9600 . ?
C8' H8'C 0.9600 . ?
C8' O1' 1.445(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
_geom_torsion_publ_flag
I1 C2 C3 C4 -175.86(11) . . . . ?
C1 C2 C3 C4 0.5(2) . . . . ?
C1 C1' C2' C3' 179.04(15) . . . . ?
C1 C1' C6' C5' -176.89(14) . . . . ?
C2 C1 C6 C5 -0.8(2) . . . . ?
C2 C1 C1' C2' 110.65(18) . . . . ?
C2 C1 C1' C6' -71.4(2) . . . . ?
C2 C3 C4 C5 -1.5(2) . . . . ?
C2 C3 C4 C7 177.14(14) . . . . ?
C3 C4 C5 C6 1.4(2) . . . . ?
C3 C4 C7 O1 1.8(2) . . . . ?
C3 C4 C7 O2 -177.31(16) . . . . ?
C4 C5 C6 C1 -0.2(2) . . . . ?
C4 C7 O1 C8 -176.71(14) . . . . ?
C5 C4 C7 O1 -179.52(14) . . . . ?
C5 C4 C7 O2 1.4(2) . . . . ?
C6 C1 C2 I1 176.94(11) . . . . ?
C6 C1 C2 C3 0.7(2) . . . . ?
C6 C1 C1' C2' -67.1(2) . . . . ?
C6 C1 C1' C6' 110.87(17) . . . . ?
C7 C4 C5 C6 -177.34(14) . . . . ?
C1' C1 C2 I1 -0.8(2) . . . . ?
C1' C1 C2 C3 -177.05(14) . . . . ?
C1' C1 C6 C5 177.02(14) . . . . ?
C1' C2' C3' C4' -2.5(2) . . . . ?
C2' C1' C6' C5' 1.1(2) . . . . ?
C2' C3' C4' C5' 1.8(2) . . . . ?
C2' C3' C4' C7' -177.73(14) . . . . ?
C3' C4' C5' C6' 0.3(2) . . . . ?
C3' C4' C7' O1' 172.37(14) . . . . ?
C3' C4' C7' O2' -6.9(2) . . . . ?
C4' C5' C6' C1' -1.7(2) . . . . ?
C4' C7' O1' C8' -179.48(13) . . . . ?
C5' C4' C7' O1' -7.2(2) . . . . ?
C5' C4' C7' O2' 173.54(16) . . . . ?
C6' C1' C2' C3' 1.0(2) . . . . ?
C7' C4' C5' C6' 179.81(14) . . . . ?
O2 C7 O1 C8 2.4(2) . . . . ?
O2' C7' O1' C8' -0.2(2) . . . . ?
