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_1571863
_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, 0.65(C15 H16 O3), 0.498(C6 H12)'
_chemical_formula_sum            'C84.74 H64.37 I12 N24 O1.95 Zn6'
_chemical_formula_weight         3365.01
_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             2024-01-23
_audit_creation_method
;
Olex2 1.5-alpha
(compiled 2023.11.24 svn.r209d9fb2 for OlexSys, GUI svn.r6869)
;
_cell_angle_alpha                90
_cell_angle_beta                 101.863(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   31.5154(10)
_cell_length_b                   15.0261(5)
_cell_length_c                   34.3648(12)
_cell_measurement_reflns_used    14997
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      68.7890
_cell_measurement_theta_min      2.9020
_cell_volume                     15926.0(9)
_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 6000HE'
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.992
_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    -94.00 -68.00   0.50    5.00    -- -103.00 106.00  50.00   52
  2  \w   -172.00 -88.00   0.50    5.00    -- -103.00-106.00 -48.00  168
  3  \w   -169.00-100.00   0.50    5.00    -- -103.00 -15.00 -30.00  138
  4  \w    -65.00 -30.00   0.50    5.00    -- -103.00  61.00  30.00   70
  5  \w    -58.00 -30.00   0.50    5.00    -- -103.00  61.00-180.00   56
  6  \w   -135.00 -79.00   0.50    5.00    -- -103.00-125.00   0.00  112
  7  \w   -159.00-108.00   0.50    5.00    -- -103.00 -15.00  30.00  102
  8  \w    -69.00 -43.00   0.50    5.00    -- -103.00  61.00 150.00   52
  9  \w   -170.00-145.00   0.50    5.00    -- -103.00-125.00   0.00   50
 10  \w    -69.00 -44.00   0.50    5.00    -- -103.00  61.00   0.00   50
 11  \w    -65.00 -38.00   0.50    5.00    -- -103.00  61.00-120.00   54
 12  \w    -69.00 -44.00   0.50    5.00    -- -103.00  61.00 -90.00   50
 13  \w    -61.00 -34.00   0.50    5.00    -- -103.00  61.00-150.00   54
 14  \w    104.00 162.00   0.50    5.00    --  101.75 106.00  50.00  116
 15  \w     60.00 102.00   0.50    5.00    --  101.75-106.00 -48.00   84
 16  \w     72.00 104.00   0.50    5.00    --  101.75 -94.00 -30.00   64
 17  \w     29.00  61.00   0.50    5.00    --  101.75 -94.00 -30.00   64
 18  \w     37.00 105.00   0.50    5.00    --  101.75 -77.00 -30.00  136
 19  \w    -81.00  -2.00   0.50    0.75    --  -46.01 106.00  50.00  158
 20  \w     15.00  45.00   0.50    0.75    --   46.01-106.00 -48.00   60
 21  \w    -40.00   7.00   0.50    0.75    --  -46.01  37.00 -30.00   94
 22  \w    -98.00 -37.00   0.50    0.75    --  -46.01 -57.00-150.00  122
 23  \w    -38.00  16.00   0.50    0.75    --  -46.01  37.00-180.00  108
 24  \w   -111.00 -31.00   0.50    0.75    --  -46.01 -57.00 -60.00  160
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_details
'Rigaku Oxford Difffraction, UG2 \k goniometer'
_diffrn_measurement_device_type
; Rigaku 007HF equipped with Varimax confocal mirrors and a UG2 goniometer 
and HyPix 6000HE 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      0.0080407000
_diffrn_orient_matrix_UB_12      -0.0993953000
_diffrn_orient_matrix_UB_13      0.0098676000
_diffrn_orient_matrix_UB_21      0.0366743000
_diffrn_orient_matrix_UB_22      -0.0008402000
_diffrn_orient_matrix_UB_23      -0.0235101000
_diffrn_orient_matrix_UB_31      0.0328989000
_diffrn_orient_matrix_UB_32      0.0251740000
_diffrn_orient_matrix_UB_33      0.0380943000
_diffrn_radiation_collimation    0.3
_diffrn_radiation_monochromator  'Varimax focusing mirrors'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0724
_diffrn_reflns_av_unetI/netI     0.0537
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       37
_diffrn_reflns_limit_h_min       -37
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       41
_diffrn_reflns_limit_l_min       -40
_diffrn_reflns_number            98591
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         68.251
_diffrn_reflns_theta_min         2.133
_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    19.554
_exptl_absorpt_correction_T_max  0.200
_exptl_absorpt_correction_T_min  0.031
_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    1.403
_exptl_crystal_description       block
_exptl_crystal_F_000             6290
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.15
_refine_diff_density_max         1.445
_refine_diff_density_min         -1.003
_refine_diff_density_rms         0.232
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1507
_refine_ls_number_reflns         28948
_refine_ls_number_restraints     495
_refine_ls_restrained_S_all      1.052
_refine_ls_R_factor_all          0.1580
_refine_ls_R_factor_gt           0.1268
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1614P)^2^+260.5478P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3621
_refine_ls_wR_factor_ref         0.3848
_reflns_Friedel_coverage         0.000
_reflns_number_gt                19487
_reflns_number_total             28948
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            lt5068.cif
_cod_data_source_block           50_1_96c
_cod_database_code               1571863
_shelx_shelxl_version_number     2016/6
_chemical_oxdiff_formula         '(Zn3 I6 N12 H24 C36) (C15 H16 O3)2 (C6 H12)2'
_chemical_oxdiff_usercomment     JP-9300-04
_shelx_estimated_absorpt_t_max   0.157
_shelx_estimated_absorpt_t_min   0.073
_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
 O1A-C13A = O2A-C14A = O3A-C15A
 1.43 with sigma of 0.02
 C5A-C13A
 1.51 with sigma of 0.02
 C7A-C4A
 1.5 with sigma of 0.02
 O3A-C12A = O2A-C8A
 1.37 with sigma of 0.02
 C803-C804 = C803-C802 = C804-C805 = C805-C806 = C806-C801 = C801-C802
 1.54 with sigma of 0.02
 C810-C811 = C810-C809 = C811-C812 = C812-C807 = C807-C808 = C808-C809
 1.54 with sigma of 0.02
 C5A-O1A
 2.4 with sigma of 0.04
 C12A-C15A
 2.4 with sigma of 0.02
 C803-C805 = C803-C801 = C804-C806 = C805-C801 = C806-C802
 2.54 with sigma of 0.04
 C810-C812 = C810-C808 = C811-C807 = C812-C808 = C807-C809
 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
 C7A-C9A \\sim C8A-C10A \\sim C9A-C11A \\sim C10A-C12A \\sim C11A-C7A \\sim
C12A-C8A
 with sigma of 0.04
 I310-Zn35 \\sim I410-Zn45
 with sigma of 0.02
 O2A-C8A \\sim O3A-C12A
 with sigma of 0.02
 I309-Zn35 \\sim I409-Zn45
 with sigma of 0.02
 Zn35-N319 \\sim Zn45-N319
 with sigma of 0.02
 Zn35-N318 \\sim Zn45-N318
 with sigma of 0.02
 I310-I309 \\sim I410-I409
 with sigma of 0.04
 I310-N319 \\sim I410-N319
 with sigma of 0.04
 I310-N318 \\sim I410-N318
 with sigma of 0.04
 I309-N319 \\sim I409-N319
 with sigma of 0.04
 I309-N318 \\sim I409-N318
 with sigma of 0.04
 I304-Zn32 \\sim I404-Zn42
 with sigma of 0.02
 I303-Zn32 \\sim I403-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
 I304-I303 \\sim I404-I403
 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
 I303-N307 \\sim I403-N307
 with sigma of 0.04
 I303-N306 \\sim I403-N306
 with sigma of 0.04
 I307-Zn34 \\sim I407-Zn44
 with sigma of 0.02
 I308-Zn34 \\sim I408-Zn44
 with sigma of 0.02
 Zn34-N317 \\sim Zn44-N317
 with sigma of 0.02
 I307-I308 \\sim I407-I408
 with sigma of 0.04
 I307-N317 \\sim I407-N317
 with sigma of 0.04
 I308-N317 \\sim I408-N317
 with sigma of 0.04
 I301-Zn31 \\sim I401-Zn41
 with sigma of 0.02
 I302-Zn31 \\sim I402-Zn41
 with sigma of 0.02
 Zn31-N301 \\sim Zn41-N301
 with sigma of 0.02
 I301-I302 \\sim I401-I402
 with sigma of 0.04
 I301-N301 \\sim I401-N301
 with sigma of 0.04
 I302-N301 \\sim I402-N301
 with sigma of 0.04
 I406-Zn43 \\sim I306-Zn33
 with sigma of 0.02
 I405-Zn43 \\sim I305-Zn33
 with sigma of 0.02
 Zn43-N313 \\sim Zn33-N313
 with sigma of 0.02
 Zn43-N312 \\sim Zn33-N312
 with sigma of 0.02
 I406-I405 \\sim I306-I305
 with sigma of 0.04
 I406-N313 \\sim I306-N313
 with sigma of 0.04
 I406-N312 \\sim I306-N312
 with sigma of 0.04
 I405-N313 \\sim I305-N313
 with sigma of 0.04
 I405-N312 \\sim I305-N312
 with sigma of 0.04
 I504-Zn52 \\sim I404-Zn42
 with sigma of 0.02
 I503-Zn52 \\sim I403-Zn42
 with sigma of 0.02
 C803-C804 \\sim C804-C805 \\sim C805-C806 \\sim C806-C801 \\sim C801-C802
\\sim C802-C803
 with sigma of 0.02
 C803-C801 \\sim C805-C801 \\sim C804-C802 \\sim C804-C806 \\sim C806-C802
\\sim C803-C805
 with sigma of 0.04
 C810-C811 \\sim C811-C812 \\sim C812-C807 \\sim C807-C808 \\sim C808-C809
\\sim C809-C810
 with sigma of 0.02
 C810-C808 \\sim C812-C808 \\sim C811-C809 \\sim C811-C807 \\sim C807-C809
\\sim C810-C812
 with sigma of 0.04
 N319-C359 \\sim N319-C3
 with sigma of 0.02
 C357-C358 \\sim C357-C1
 with sigma of 0.02
 C359-C358 \\sim C3-C1
 with sigma of 0.02
 N319-C358 \\sim N319-C1
 with sigma of 0.04
 C357-C359 \\sim C357-C3
 with sigma of 0.04
3. Uiso/Uaniso restraints and constraints
C7A \\sim O2A \\sim C8A \\sim C14A \\sim C9A \\sim C4A \\sim C12A \\sim C10A
\\sim C3A \\sim C5A \\sim O3A \\sim C11A \\sim C2A \\sim C6A \\sim C13A \\sim
C15A \\sim C1A \\sim O1A: within 2A with sigma of 0.04 and sigma for terminal
atoms of 0.08 within 2A
C803 \\sim C804 \\sim C805 \\sim C806 \\sim C801 \\sim C802: within 2A with
sigma of 0.04 and sigma for terminal atoms of 0.08 within 2A
C810 \\sim C811 \\sim C812 \\sim C807 \\sim C808 \\sim C809: within 2A with
sigma of 0.04 and sigma for terminal atoms of 0.08 within 2A
C359 \\sim C358 \\sim C3 \\sim C1: within 2A with sigma of 0.04 and sigma for
terminal atoms of 0.08 within 2A
4. Rigid body (RIGU) restrains
 C803, C804, C805, C806, C801, C802
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C810, C811, C812, C807, C808, C809
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5. Others
 1*[Sof(I307)+Sof(I308)+Sof(Zn34)]+1*[Sof(I408)+Sof(Zn44)+Sof(I407)]=1 with
 esd of 0.00001
 Sof(I307)=Sof(I308)=Sof(Zn34)=FVAR(1)
 Sof(I408)=Sof(Zn44)=Sof(I407)=FVAR(2)
 Sof(C3)=Sof(H3)=Sof(C1)=Sof(H1)=1-FVAR(3)
 Sof(C359)=Sof(H359)=Sof(C358)=Sof(H358)=FVAR(3)
 Fixed Sof: I304(0.48932) I406(0.35996) I310(0.5) I312(0.55164) I405(0.35996)
 I303(0.48932) I301(0.46973) I309(0.5) I311(0.55164) I302(0.46973)
 Zn32(0.48932) Zn35(0.5) Zn31(0.46973) Zn43(0.35996) Zn36(0.55164) O2A(0.64986)
 O3A(0.64986) C4A(0.64986) O1A(0.64986) H1AA(0.64986) C3A(0.64986) H3A(0.64986)
 C7A(0.64986) C5A(0.64986) C6A(0.64986) H6A(0.64986) C12A(0.64986) C1A(0.64986)
 H1A(0.64986) C2A(0.64986) H2A(0.64986) C11A(0.64986) H11A(0.64986)
 C8A(0.64986) C10A(0.64986) H10A(0.64986) C14A(0.64986) H14A(0.64986)
 H14B(0.64986) H14C(0.64986) C9A(0.64986) H9A(0.64986) C13A(0.64986)
 H13A(0.64986) H13B(0.64986) C15A(0.64986) H15A(0.64986) H15B(0.64986)
 H15C(0.64986) I410(0.5) Zn45(0.5) I409(0.5) I404(0.4782) Zn42(0.4782)
 I403(0.4782) I402(0.49221) Zn41(0.49221) I401(0.49221) I306(0.46148)
 Zn33(0.46148) I305(0.46148) I504(0.03249) Zn52(0.03249) I503(0.03249)
 I412(0.44836) I411(0.44836) Zn46(0.44836) I502(0.03805) I501(0.03805)
 Zn51(0.03805) I506(0.17856) I505(0.17856) Zn53(0.17856) C803(0.31544)
 H80A(0.31544) H80B(0.31544) C804(0.31544) H80C(0.31544) H80D(0.31544)
 C805(0.31544) H80E(0.31544) H80F(0.31544) C806(0.31544) H80G(0.31544)
 H80H(0.31544) C801(0.31544) H80I(0.31544) H80J(0.31544) C802(0.31544)
 H80K(0.31544) H80L(0.31544) C810(0.18232) H81A(0.18232) H81B(0.18232)
 C811(0.18232) H81C(0.18232) H81D(0.18232) C812(0.18232) H81E(0.18232)
 H81F(0.18232) C807(0.18232) H80M(0.18232) H80N(0.18232) C808(0.18232)
 H80O(0.18232) H80P(0.18232) C809(0.18232) H80Q(0.18232) H80R(0.18232)
 Fixed Uiso: I504(0.08) Zn52(0.08) I503(0.08) I502(0.08) I501(0.08) Zn51(0.08)
 I506(0.08) I505(0.08) Zn53(0.08)
6.a Secondary CH2 refined with riding coordinates:
 C13A(H13A,H13B), C803(H80A,H80B), C804(H80C,H80D), C805(H80E,H80F), C806(H80G,
 H80H), C801(H80I,H80J), C802(H80K,H80L), C810(H81A,H81B), C811(H81C,H81D),
 C812(H81E,H81F), C807(H80M,H80N), C808(H80O,H80P), C809(H80Q,H80R)
6.b Aromatic/amide H refined with riding coordinates:
 C349(H349), C353(H353), C322(H322), C329(H329), C320(H320), C348(H348),
 C328(H328), C365(H365), C323(H323), C356(H356), C337(H337), C338(H338),
 C333(H333), C304(H304), C354(H354), C319(H319), C341(H341), C346(H346),
 C351(H351), C315(H315), C340(H340), C314(H314), C366(H366), C364(H364),
 C317(H317), C336(H336), C332(H332), C318(H318), C355(H355), C3A(H3A),
 C350(H350), C347(H347), C312(H312), C367(H367), C305(H305), C310(H310),
 C372(H372), C302(H302), C311(H311), C371(H371), C301(H301), C330(H330),
 C6A(H6A), C335(H335), C313(H313), C331(H331), C1A(H1A), C2A(H2A), C368(H368),
 C11A(H11A), C369(H369), C10A(H10A), C9A(H9A), C359(H359), C358(H358), C3(H3),
 C1(H1)
6.c Tetrahedral OH refined with riding coordinates:
 O1A(H1AA)
6.d Idealised Me refined with everything fixed:
 C14A(H14A,H14B,H14C), C15A(H15A,H15B,H15C)
;
_shelx_res_checksum              51371
_shelx_hkl_checksum              81890
_olex2_date_sample_data_collection 2022-02-27
_olex2_date_sample_submission    2022-02-27
_olex2_submission_original_sample_id 50_1_96c
_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 4.989
_oxdiff_exptl_absorpt_empirical_full_min 0.366