Bicyclo[2.2.2]octane-1,4-dicarboxylic acid: Towards Transparent Metal-Organic Frameworks.
Llabres, Pedro; Pitarch-Jarque, Javier; Ballesteros-Garrido, Rafael; Abarca, Belén; Ballesteros, Rafael; García-España, Enrique; Dalton Trans.  (2017) –; doi:10.1039/C7DT00855D

data_7042996
_publ_section_title
;
 Bicyclo[2.2.2]octane-1,4-dicarboxylic acid: Towards Transparent
 Metal-Organic Frameworks.
;
_journal_name_full               'Dalton Trans.'
_journal_paper_doi               10.1039/C7DT00855D
_journal_year                    2017
_chemical_formula_moiety         '0.33(C120 H174 N6 O45 Zn12)'
_chemical_formula_sum            'C45 H69 N3 O16 Zn4'
_chemical_formula_weight         1169.51
_space_group_crystal_system      trigonal
_space_group_IT_number           152
_space_group_name_Hall           'P 31 2"'
_space_group_name_H-M_alt        'P 31 2 1'
_symmetry_space_group_name_Hall  'P 31 2"'
_symmetry_space_group_name_H-M   'P 31 2 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_date             2017-05-06
_audit_creation_method
;
Olex2 1.2
(compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155)
;
_audit_update_record
;
2017-05-07 deposited with the CCDC.
2017-05-10 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_formula_units_Z            3
_cell_length_a                   12.7557(4)
_cell_length_b                   12.7557(4)
_cell_length_c                   30.6370(8)
_cell_measurement_reflns_used    4084
_cell_measurement_temperature    120(1)
_cell_measurement_theta_max      27.5060
_cell_measurement_theta_min      3.2290
_cell_volume                     4317.0(2)
_computing_cell_refinement       'CrysAlisPro 1.171.38.41q (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.41q (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41q (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_diffrn_ambient_temperature      120(1)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type
'SuperNova, Single source at offset, Sapphire3'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0387
_diffrn_reflns_av_unetI/netI     0.0526
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       34
_diffrn_reflns_limit_l_min       -36
_diffrn_reflns_number            5078
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        24.999
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_min         3.194
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    1.708
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.63614
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.41q (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.350
_exptl_crystal_description       hexagonal
_exptl_crystal_F_000             1824
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.652
_refine_diff_density_min         -0.743
_refine_diff_density_rms         0.097
_refine_ls_abs_structure_details
;
 Flack x determined using 1486 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.032(13)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     385
_refine_ls_number_reflns         5078
_refine_ls_number_restraints     323
_refine_ls_restrained_S_all      1.076
_refine_ls_R_factor_all          0.0758
_refine_ls_R_factor_gt           0.0636
_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/[\s^2^(Fo^2^)+(0.1009P)^2^+3.6330P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1646
_refine_ls_wR_factor_ref         0.1745
_reflns_Friedel_coverage         0.752
_reflns_Friedel_fraction_full    0.999
_reflns_Friedel_fraction_max     0.999
_reflns_number_gt                4269
_reflns_number_total             5078
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c7dt00855d2.cif
_cod_data_source_block           tmof2
_cod_original_cell_volume        4317.1(3)
_cod_database_code               7042996
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 O21S-C21S
 1.2 with sigma of 0.02
 N21S-C21S
 1.4 with sigma of 0.02
 N21S-C22S = N21S-C24S
 1.4 with sigma of 0.02
 C23S-C22S
 1.5 with sigma of 0.02
 C25S-C24S
 1.45 with sigma of 0.02
 N21S-C21S = N11S-C14S
 1.33 with sigma of 0.02
 N11S-C12S = N11S-C14S = N21S-C24S = N21S-C22S
 1.47 with sigma of 0.02
 C25S-C24S = C23S-C22S = C13S-C12S = C15S-C14S
 1.53 with sigma of 0.02
 C8-C3 \\sim C7-C5 \\sim C6-C4
 with sigma of 0.02
 C18-C15 \\sim C16-C13 \\sim C17-C14
 with sigma of 0.02
 N11S-C14S \\sim N11S-C12S
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(C25S) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.01
Uanis(O7) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.05
Uanis(C14S) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.1
4. Rigid body (RIGU) restrains
 O4, O3, O1, O2, C0AA, C10, C9, C2, C3, C8, C7, C6, C5, C4
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C20, O8, O7, O5, C11, C12, C13, C15, C14, C19, C18, C17, C16
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 O21S, C21S, N21S, C24S, C22S, C23S, C25S
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 O11S, C11S, N11S, C12S, C13S
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5. Others
 Fixed Sof: O8(0.5) N11S(0.5) O7(0.5) O11S(0.5) C13(0.5) H13A(0.5) H13B(0.5)
 C15(0.5) H15A(0.5) H15B(0.5) C11S(0.5) H11S(0.5) C14(0.5) H14A(0.5) H14B(0.5)
 C20(0.5) C19(0.5) C18(0.5) H18A(0.5) H18B(0.5) C17(0.5) H17A(0.5) H17B(0.5)
 C16(0.5) H16A(0.5) H16B(0.5) O21S(0.5) C21S(0.5) H21S(0.5) C24S(0.5) H24A(0.5)
 H24B(0.5) N21S(0.5) C22S(0.5) H22A(0.5) H22B(0.5) C12S(0.5) H12A(0.5)
 H12B(0.5) C13S(0.5) H13C(0.5) H13D(0.5) H13E(0.5) C23S(0.5) H23A(0.5)
 H23B(0.5) H23C(0.5) C14S(0.5) H14C(0.5) H14D(0.5) C15S(0.5) H15C(0.5)
 H15D(0.5) H15E(0.5) C25S(0.5) H25A(0.5) H25B(0.5) H25C(0.5)
6.a Riding coordinates:
 C13(H13A,H13B), C15(H15A,H15B), C14(H14A,H14B), C18(H18A,H18B), C17(H17A,
 H17B), C16(H16A,H16B)
6.b Secondary CH2 refined with riding coordinates:
 C3(H3A,H3B), C8(H8A,H8B), C7(H7A,H7B), C6(H6A,H6B), C5(H5A,H5B), C4(H4A,H4B),
 C24S(H24A,H24B), C22S(H22A,H22B), C12S(H12A,H12B), C14S(H14C,H14D)
6.c Me refined with riding coordinates:
 C13S(H13C,H13D,H13E), C23S(H23A,H23B,H23C), C15S(H15C,H15D,H15E), C25S(H25A,
 H25B,H25C)
6.d Aromatic/amide H refined with riding coordinates:
 C11S(H11S), C21S(H21S)
;
_shelx_fab_checksum              17535
_shelx_shelxl_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'