Statistical optimization of guest uptake in crystalline sponges: grading structural outcomes.
Carroll, Robert C.; Coles, Simon J.; IUCrJ 11 (2024) –; doi:10.1107/S2052252524004871

data_1571848
_publ_section_title
;
 Statistical optimization of guest uptake in crystalline sponges: grading
 structural outcomes.
;
_journal_coeditor_code           LT5068
_journal_issue                   4
_journal_name_full               IUCrJ
_journal_paper_doi               10.1107/S2052252524004871
_journal_volume                  11
_journal_year                    2024
_chemical_formula_moiety
'C72 H48 I12 N24 Zn6, 0.585(C15 H16 O3), 0.334(C6 H12)'
_chemical_formula_sum            'C82.77 H61.36 I12 N24 O1.75 Zn6'
_chemical_formula_weight         3335.25
_chemical_name_systematic
; (2',6'-dimethoxy-[1,1'-biphenyl]-2-yl)methanol
 (absorbed in crystalline sponge)
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           13
_space_group_name_Hall           '-P 2yac'
_space_group_name_H-M_alt        'P 1 2/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2024-02-06
_audit_creation_method
;
Olex2 1.5-alpha
(compiled 2024.01.24 svn.r2f8d729c for OlexSys, GUI svn.r6923)
;
_cell_angle_alpha                90
_cell_angle_beta                 101.803(5)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   31.387(2)
_cell_length_b                   15.0302(5)
_cell_length_c                   34.2836(16)
_cell_measurement_reflns_used    11935
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      70.2700
_cell_measurement_theta_min      3.1980
_cell_volume                     15831.4(14)
_computing_cell_refinement       'CrysAlisPro 1.171.42.72a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.72a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.72a (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.5-alpha (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-alpha (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2016/6 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'hybrid pixel array detector'
_diffrn_detector_area_resol_mean 10
_diffrn_detector_dtime           0.000
_diffrn_detector_type            'Rigaku, HyPix Arc-100'
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
--------------------------------------------------------------------------
  1  \w   -166.00-102.00   0.50    5.00    -- -103.00 -67.00-164.00  128
  2  \w    -77.00 -30.00   0.50    5.00    -- -103.00  67.00 -30.00   94
  3  \w   -154.00 -90.00   0.50    5.00    -- -103.00 -30.00  60.00  128
  4  \w    -66.00 -36.00   0.50    5.00    -- -103.00  61.00 -60.00   60
  5  \w   -131.00-106.00   0.50    5.00    -- -103.00 -15.00 -90.00   50
  6  \w    -97.00 -70.00   0.50    5.00    -- -103.00  77.00-180.00   54
  7  \w   -169.00-144.00   0.50    5.00    -- -103.00 -15.00 -90.00   50
  8  \w    -56.00 -31.00   0.50    5.00    -- -103.00  61.00  30.00   50
  9  \w    -66.00 -31.00   0.50    5.00    -- -103.00  77.00   0.00   70
 10  \w    105.00 130.00   0.50    5.00    --  101.75  67.00 -30.00   50
 11  \w     30.00  83.00   0.50    5.00    --  101.75 -67.00-164.00  106
 12  \w    139.00 174.00   0.50    5.00    --  101.75  45.00-120.00   70
 13  \w     91.00 174.00   0.50    5.00    --  101.75  45.00 -90.00  166
 14  \w     30.00  67.00   0.50    5.00    --  101.75 -61.00  90.00   74
 15  \w     33.00  73.00   0.50    5.00    --  101.75 -61.00 120.00   80
 16  \w     47.00  72.00   0.50    5.00    --  101.75 -61.00   0.00   50
 17  \w     96.00 130.00   0.50    5.00    --  101.75  45.00-120.00   68
 18  \w     30.00  70.00   0.50    5.00    --  101.75 -61.00 150.00   80
 19  \w     45.00  70.00   0.50    5.00    --  101.75 -61.00-120.00   50
 20  \w    -40.00  27.00   0.50    1.00    --  -45.76  67.00 -30.00  134
 21  \w   -110.00 -42.00   0.50    1.00    --  -45.76 -67.00-164.00  136
 22  \w    -26.00  56.00   0.50    1.00    --   45.76 -67.00-164.00  164
 23  \w     49.00  74.00   0.50    1.00    --   45.76  67.00 -30.00   50
 24  \w    -22.00  29.00   0.50    1.00    --  -45.76  19.00 120.00  102
 25  \w    -22.00  29.00   0.50    1.00    --  -45.76  19.00 -30.00  102
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_details
'Rigaku Oxford Difffraction, UG2 \k goniometer'
_diffrn_measurement_device_type
; Rigaku 007HF diffractometer equipped with Arc)Sec VHF Varimax confocal
 mirrors and a UG2 goniometer and HyPix Arc-100 detector
;
_diffrn_measurement_method       'profile data from \w-scans'
_diffrn_measurement_specimen_support 'MiTeGen loops'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0498774000
_diffrn_orient_matrix_UB_12      -0.0099672000
_diffrn_orient_matrix_UB_13      0.0067789000
_diffrn_orient_matrix_UB_21      -0.0019565000
_diffrn_orient_matrix_UB_22      -0.0776649000
_diffrn_orient_matrix_UB_23      0.0288486000
_diffrn_orient_matrix_UB_31      -0.0052819000
_diffrn_orient_matrix_UB_32      -0.0661406000
_diffrn_orient_matrix_UB_33      -0.0349780000
_diffrn_radiation_collimation    0.3
_diffrn_radiation_monochromator  'Arc)Sec VHF Varimax focusing mirrors'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0679
_diffrn_reflns_av_unetI/netI     0.0479
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       37
_diffrn_reflns_limit_h_min       -37
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       39
_diffrn_reflns_limit_l_min       -41
_diffrn_reflns_number            97471
_diffrn_reflns_point_group_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         68.251
_diffrn_reflns_theta_min         2.139
_diffrn_source                   'Rotating anode'
_diffrn_source_current           30.0
_diffrn_source_power             1.2
_diffrn_source_target            Cu
_diffrn_source_type              'Rigaku 007 HF'
_diffrn_source_voltage           40.0
_exptl_absorpt_coefficient_mu    19.665
_exptl_absorpt_correction_T_max  0.350
_exptl_absorpt_correction_T_min  0.133
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.72a (Rigaku Oxford Diffraction, 2022)
Analytical numeric absorption correction using a multifaceted crystal
model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'light yellow'
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.399
_exptl_crystal_description       block
_exptl_crystal_F_000             6224
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.07
_refine_diff_density_max         1.889
_refine_diff_density_min         -1.677
_refine_diff_density_rms         0.267
_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     1379
_refine_ls_number_reflns         28696
_refine_ls_number_restraints     585
_refine_ls_restrained_S_all      1.058
_refine_ls_R_factor_all          0.2013
_refine_ls_R_factor_gt           0.1782
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1300P)^2^+681.4611P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.4197
_refine_ls_wR_factor_ref         0.4320
_reflns_Friedel_coverage         0.000
_reflns_number_gt                21128
_reflns_number_total             28696
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            lt5068.cif
_cod_data_source_block           25_5_24c
_cod_original_cell_volume        15831.6(14)
_cod_database_code               1571848
_shelx_shelxl_version_number     2016/6
_chemical_oxdiff_formula         '(Zn3 I6 N12 H24 C36) (C15 H16 O3)2 (C6 H12)2'
_chemical_oxdiff_usercomment     9300-04
_shelx_estimated_absorpt_t_max   0.340
_shelx_estimated_absorpt_t_min   0.111
_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, All O(H) groups
2. Restrained distances
 C5A-C13A
 1.51 with sigma of 0.02
 O1A-C13A = O2A-C14A
 1.43 with sigma of 0.02
 C801-C802 = C801-C806 = C802-C803 = C803-C804 = C804-C805 = C805-C806
 1.54 with sigma of 0.02
 C5A-O1A
 2.4 with sigma of 0.02
 C12A-C15A
 2.4 with sigma of 0.04
 C801-C803 = C801-C805 = C802-C804 = C803-C805 = C804-C806
 2.54 with sigma of 0.04
 C2A-C1A \\sim C3A-C2A \\sim C4A-C3A \\sim C5A-C4A \\sim C6A-C5A \\sim C6A-C1A
 with sigma of 0.02
 C8A-C7A \\sim C9A-C8A \\sim C9A-C10A \\sim C11A-C10A \\sim C12A-C11A \\sim
C7A-C12A
 with sigma of 0.02
 C1A-C3A \\sim C2A-C4A \\sim C3A-C5A \\sim C4A-C6A \\sim C5A-C1A \\sim C6A-C2A
 with sigma of 0.04
 I311-Zn36 \\sim I411-Zn46
 with sigma of 0.02
 C7A-C9A \\sim C8A-C10A \\sim C9A-C11A \\sim C10A-C12A \\sim C11A-C7A \\sim
C12A-C8A
 with sigma of 0.04
 O2A-C8A \\sim O3A-C12A
 with sigma of 0.02
 Zn43-N311 \\sim Zn33-N311
 with sigma of 0.02
 I406-N311 \\sim I306-N311
 with sigma of 0.04
 I410-Zn45 \\sim I310-Zn35
 with sigma of 0.02
 I406-Zn43 \\sim I306-Zn33
 with sigma of 0.02
 I405-N311 \\sim I305-N311
 with sigma of 0.04
 I409-Zn45 \\sim I309-Zn35
 with sigma of 0.02
 Zn45-N317 \\sim Zn35-N317
 with sigma of 0.02
 I405-Zn43 \\sim I305-Zn33
 with sigma of 0.02
 I312-Zn36 \\sim I412-Zn46
 with sigma of 0.02
 Zn36-N318 \\sim Zn46-N318
 with sigma of 0.02
 Zn36-N319 \\sim Zn46-N319
 with sigma of 0.02
 I311-I312 \\sim I411-I412
 with sigma of 0.04
 I311-N318 \\sim I411-N318
 with sigma of 0.04
 I311-N319 \\sim I411-N319
 with sigma of 0.04
 I312-N318 \\sim I412-N318
 with sigma of 0.04
 I312-N319 \\sim I412-N319
 with sigma of 0.04
 I303-Zn32 \\sim I403-Zn42
 with sigma of 0.02
 I304-Zn32 \\sim I404-Zn42
 with sigma of 0.02
 Zn32-N307 \\sim Zn42-N307
 with sigma of 0.02
 Zn32-N306 \\sim Zn42-N306
 with sigma of 0.02
 I303-I304 \\sim I403-I404
 with sigma of 0.04
 I303-N307 \\sim I403-N307
 with sigma of 0.04
 I303-N306 \\sim I403-N306
 with sigma of 0.04
 I304-N307 \\sim I404-N307
 with sigma of 0.04
 I304-N306 \\sim I404-N306
 with sigma of 0.04
 I406-I405 \\sim I306-I305
 with sigma of 0.04
 I410-I409 \\sim I310-I309
 with sigma of 0.04
 I410-N317 \\sim I310-N317
 with sigma of 0.04
 I409-N317 \\sim I309-N317
 with sigma of 0.04
 I302-Zn31 \\sim I402-Zn41
 with sigma of 0.02
 I301-Zn31 \\sim I401-Zn41
 with sigma of 0.02
 Zn31-N301 \\sim Zn41-N301
 with sigma of 0.02
 I302-I301 \\sim I402-I401
 with sigma of 0.04
 I302-N301 \\sim I402-N301
 with sigma of 0.04
 I301-N301 \\sim I401-N301
 with sigma of 0.04
 I407-Zn44 \\sim I307-Zn34
 with sigma of 0.02
 I408-Zn44 \\sim I308-Zn34
 with sigma of 0.02
 Zn44-N312 \\sim Zn34-N312
 with sigma of 0.02
 Zn44-N313 \\sim Zn34-N313
 with sigma of 0.02
 I407-I408 \\sim I307-I308
 with sigma of 0.04
 I407-N312 \\sim I307-N312
 with sigma of 0.04
 I407-N313 \\sim I307-N313
 with sigma of 0.04
 I408-N312 \\sim I308-N312
 with sigma of 0.04
 I408-N313 \\sim I308-N313
 with sigma of 0.04
 N301-C305 \\sim N301-C405
 with sigma of 0.02
 C303-C304 \\sim C303-C404
 with sigma of 0.02
 C305-C304 \\sim C405-C404
 with sigma of 0.02
 N301-C304 \\sim N301-C404
 with sigma of 0.04
 C303-C305 \\sim C303-C405
 with sigma of 0.04
 Zn52-N307 \\sim Zn32-N307
 with sigma of 0.02
 Zn52-N306 \\sim Zn32-N306
 with sigma of 0.02
 I503-Zn52 \\sim I303-Zn32
 with sigma of 0.02
 I504-Zn52 \\sim I304-Zn32
 with sigma of 0.02
 I411-Zn46 \\sim I511-Zn56
 with sigma of 0.02
 I512-Zn56 \\sim I312-Zn36
 with sigma of 0.02
 C801-C802 \\sim C802-C803 \\sim C803-C804 \\sim C804-C805 \\sim C805-C806
\\sim C806-C801
 with sigma of 0.02
 C801-C805 \\sim C803-C805 \\sim C802-C806 \\sim C802-C804 \\sim C804-C806
\\sim C801-C803
 with sigma of 0.04
3. Restrained planarity
 O3A, C12A, C7A, C8A, O2A
 with sigma of 0.1
4. Uiso/Uaniso restraints and constraints
C4A \\sim O3A \\sim C12A \\sim C15A \\sim C7A \\sim C11A \\sim C8A \\sim C10A
\\sim C9A \\sim O2A \\sim C3A \\sim C5A \\sim C14A \\sim C2A \\sim C6A \\sim
C13A \\sim C1A \\sim O1A: within 2A with sigma of 0.04 and sigma for terminal
atoms of 0.08 within 2A
Zn35 \\sim Zn45: within 2A with sigma of 0.04 and sigma for terminal atoms of
0.08 within 2A
C350 \\sim N318 \\sim C354 \\sim C353 \\sim C352 \\sim C351: within 2A with
sigma of 0.04 and sigma for terminal atoms of 0.08 within 2A
C314 \\sim N306 \\sim C318 \\sim C317 \\sim C316 \\sim C315: within 2A with
sigma of 0.04 and sigma for terminal atoms of 0.08 within 2A
N317 \\sim C348 \\sim C349 \\sim C345 \\sim C346 \\sim C347: within 2A with
sigma of 0.04 and sigma for terminal atoms of 0.08 within 2A
C359 \\sim N319 \\sim C355 \\sim C356 \\sim C357 \\sim C358: within 2A with
sigma of 0.04 and sigma for terminal atoms of 0.08 within 2A
N311 \\sim C329 \\sim C328 \\sim C327 \\sim C331 \\sim C330: within 2A with
sigma of 0.04 and sigma for terminal atoms of 0.08 within 2A
N316 \\sim C344 \\sim N314 \\sim C342 \\sim N315 \\sim C343: within 2A with
sigma of 0.04 and sigma for terminal atoms of 0.08 within 2A
C801 \\sim C802 \\sim C803 \\sim C804 \\sim C805 \\sim C806: within 2A with
sigma of 0.04 and sigma for terminal atoms of 0.08 within 2A
Uanis(Zn33) = Uanis(Zn43)
Uanis(Zn44) = Uanis(Zn34)
Uanis(C305) = Uanis(C405) = Uanis(C404) = Uanis(C304)
Uanis(Zn31) = Uanis(Zn41)
5. Rigid body (RIGU) restrains
 Zn35, Zn45
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C801, C802, C803, C804, C805, C806
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 N324, C371, C370, C369, C372, C368
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 N311, C328, C327, C329, C331, C330
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
6. Others
 Sof(C404)=Sof(H404)=Sof(C405)=Sof(H405)=1-FVAR(1)
 Sof(C305)=Sof(H305)=Sof(C304)=Sof(H304)=FVAR(1)
 Fixed Sof: I406(0.23988) I311(0.54798) I405(0.23988) I410(0.42953)
 I303(0.50056) I302(0.58744) I409(0.42953) I301(0.58744) I407(0.38619)
 I312(0.54798) I304(0.50056) I408(0.38619) Zn43(0.23988) Zn45(0.42953)
 Zn36(0.54798) Zn32(0.50056) Zn31(0.58744) Zn44(0.38619) O3A(0.58464)
 O2A(0.58464) C3A(0.58464) H3A(0.58464) C8A(0.58464) C1A(0.58464) H1A(0.58464)
 C7A(0.58464) C6A(0.58464) H6A(0.58464) C5A(0.58464) O1A(0.58464) H1AA(0.58464)
 C12A(0.58464) C4A(0.58464) C2A(0.58464) H2A(0.58464) C9A(0.58464) H9A(0.58464)
 C10A(0.58464) H10A(0.58464) C13A(0.58464) H13A(0.58464) H13B(0.58464)
 C11A(0.58464) H11A(0.58464) C15A(0.58464) H15A(0.58464) H15B(0.58464)
 H15C(0.58464) I411(0.41062) Zn46(0.41062) I412(0.41062) I403(0.4781)
 Zn42(0.4781) I404(0.4781) Zn33(0.76013) I305(0.76013) I306(0.76013)
 I309(0.57047) Zn35(0.57047) I310(0.57047) I402(0.41256) Zn41(0.41256)
 I401(0.41256) I511(0.0414) Zn56(0.0414) I512(0.0414) I307(0.50571)
 Zn34(0.50571) I308(0.50571) I503(0.02134) Zn52(0.02134) I504(0.02134)
 I507(0.1081) I508(0.1081) Zn54(0.1081) C14A(0.58464) H14A(0.58464)
 H14B(0.58464) H14C(0.58464) C801(0.33355) H80A(0.33355) H80B(0.33355)
 C802(0.33355) H80C(0.33355) H80D(0.33355) C803(0.33355) H80E(0.33355)
 H80F(0.33355) C804(0.33355) H80G(0.33355) H80H(0.33355) C805(0.33355)
 H80I(0.33355) H80J(0.33355) C806(0.33355) H80K(0.33355) H80L(0.33355)
 Fixed Uiso: I511(0.08) Zn56(0.08) I512(0.08) I503(0.08) Zn52(0.08) I504(0.08)
 I507(0.08) I508(0.08) Zn54(0.08) C801(0.08) C802(0.08) C803(0.08) C804(0.08)
 C805(0.08) C806(0.08)
7.a Secondary CH2 refined with riding coordinates:
 C13A(H13A,H13B), C801(H80A,H80B), C802(H80C,H80D), C803(H80E,H80F), C804(H80G,
 H80H), C805(H80I,H80J), C806(H80K,H80L)
7.b Aromatic/amide H refined with riding coordinates:
 C328(H328), C336(H336), C371(H371), C313(H313), C332(H332), C312(H312),
 C348(H348), C329(H329), C333(H333), C353(H353), C335(H335), C323(H323),
 C349(H349), C319(H319), C366(H366), C358(H358), C331(H331), C317(H317),
 C369(H369), C372(H372), C322(H322), C320(H320), C355(H355), C359(H359),
 C354(H354), C341(H341), C330(H330), C350(H350), C365(H365), C368(H368),
 C356(H356), C364(H364), C351(H351), C311(H311), C367(H367), C310(H310),
 C340(H340), C338(H338), C337(H337), C301(H301), C302(H302), C305(H305),
 C347(H347), C318(H318), C3A(H3A), C304(H304), C346(H346), C1A(H1A), C6A(H6A),
 C2A(H2A), C9A(H9A), C10A(H10A), C315(H315), C11A(H11A), C314(H314), C404(H404),
  C405(H405)
7.c Tetrahedral OH refined with riding coordinates:
 O1A(H1AA)
7.d Idealised Me refined with everything fixed:
 C15A(H15A,H15B,H15C), C14A(H14A,H14B,H14C)
;
_shelx_res_checksum              90437
_shelx_hkl_checksum              32879
_olex2_date_sample_data_collection 2023-03-31
_olex2_date_sample_submission    2023-03-31
_olex2_submission_original_sample_id 25_5_24c
_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
- Detector area scaling
- B-factor correction
;
_oxdiff_exptl_absorpt_empirical_full_max 4.465
_oxdiff_exptl_absorpt_empirical_full_min 0.243