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_1571862
_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, 0.66(C15 H16 O3), 0.357(C6 H12)'
_chemical_formula_sum            'C84.04 H62.85 I12 N24 O1.98 Zn6'
_chemical_formula_weight         3355.66
_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                 102.244(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   31.5527(6)
_cell_length_b                   14.9736(2)
_cell_length_c                   34.5612(6)
_cell_measurement_reflns_used    13588
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      71.1370
_cell_measurement_theta_min      3.2170
_cell_volume                     15957.3(5)
_computing_cell_refinement       'CrysAlisPro 1.171.41.89a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.41.89a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.41.89a (Rigaku OD, 2020)'
_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 2018/2 (Sheldrick, 2018)'
_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 0.997
_diffrn_measured_fraction_theta_max 0.996
_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   -145.00 -95.00   0.50    3.50    -- -103.00 -28.00 172.00  100
  2  \w   -169.00-108.00   0.50    3.50    -- -103.00 -45.00 120.00  122
  3  \w   -153.00 -91.00   0.50    3.50    -- -103.00 -45.00  60.00  124
  4  \w    -62.00 -35.00   0.50    3.50    -- -103.00  61.00   0.00   54
  5  \w    -96.00 -71.00   0.50    3.50    -- -103.00  77.00 120.00   50
  6  \w    -58.00 -33.00   0.50    3.50    -- -103.00  61.00-120.00   50
  7  \w    -67.00 -30.00   0.50    3.50    -- -103.00  61.00-180.00   74
  8  \w     95.00 151.00   0.50    3.50    --  101.75  28.00 -25.00  112
  9  \w     35.00  71.00   0.50    3.50    --  101.75 -61.00 -90.00   72
 10  \w     30.00  55.00   0.50    3.50    --  101.75-125.00  60.00   50
 11  \w     40.00  73.00   0.50    3.50    --  101.75 -61.00  90.00   66
 12  \w     83.00 108.00   0.50    3.50    --  101.75 -77.00   0.00   50
 13  \w     30.00  73.00   0.50    3.50    --  101.75 -61.00  60.00   86
 14  \w     30.00  66.00   0.50    3.50    --  101.75 -77.00   0.00   72
 15  \w     40.00  67.00   0.50    3.50    --  101.75 -61.00-180.00   54
 16  \w     79.00 112.00   0.50    3.50    --  101.75-125.00  60.00   66
 17  \w     43.00  69.00   0.50    3.50    --  101.75 -61.00   0.00   52
 18  \w     30.00  72.00   0.50    3.50    --  101.75 -61.00-150.00   84
 19  \w     32.00  65.00   0.50    3.50    --  101.75 -61.00-120.00   66
 20  \w     30.00  55.00   0.50    3.50    --  101.75 -61.00  30.00   50
 21  \w    -26.00  -1.00   0.50    0.75    --  -46.61  28.00 -25.00   50
 22  \w   -115.00 -35.00   0.50    0.75    --  -46.61 -28.00 172.00  160
 23  \w    -18.00  23.00   0.50    0.75    --   46.61 -28.00 172.00   82
 24  \w     34.00 119.00   0.50    0.75    --   46.61  28.00 -25.00  170
 25  \w     29.00  92.00   0.50    0.75    --   46.61-125.00-150.00  126
 26  \w    -26.00  15.00   0.50    0.75    --   46.61 -19.00  30.00   82
;
_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      0.0496627000
_diffrn_orient_matrix_UB_12      0.0105774000
_diffrn_orient_matrix_UB_13      0.0116936000
_diffrn_orient_matrix_UB_21      0.0003995000
_diffrn_orient_matrix_UB_22      0.0358781000
_diffrn_orient_matrix_UB_23      -0.0416976000
_diffrn_orient_matrix_UB_31      -0.0056531000
_diffrn_orient_matrix_UB_32      0.0957915000
_diffrn_orient_matrix_UB_33      0.0143166000
_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  0.0365
_diffrn_reflns_av_unetI/netI     0.0344
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       38
_diffrn_reflns_limit_h_min       -37
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       41
_diffrn_reflns_limit_l_min       -38
_diffrn_reflns_number            106916
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         68.251
_diffrn_reflns_theta_min         1.723
_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    19.514
_exptl_absorpt_correction_T_max  0.420
_exptl_absorpt_correction_T_min  0.192
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.89a (Rigaku Oxford Diffraction, 2020)
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    1.397
_exptl_crystal_description       block
_exptl_crystal_F_000             6268
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.06
_refine_diff_density_max         1.331
_refine_diff_density_min         -0.787
_refine_diff_density_rms         0.206
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1458
_refine_ls_number_reflns         29111
_refine_ls_number_restraints     471
_refine_ls_restrained_S_all      1.032
_refine_ls_R_factor_all          0.1047
_refine_ls_R_factor_gt           0.0795
_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1512P)^2^+45.2784P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2493
_refine_ls_wR_factor_ref         0.2725
_reflns_Friedel_coverage         0.000
_reflns_number_gt                19903
_reflns_number_total             29111
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            lt5068.cif
_cod_data_source_block           50_1_96b
_cod_database_code               1571862
_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   0.387
_shelx_estimated_absorpt_t_min   0.171
_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
 O2B-C14B = O3B-C15B = O1B-C13B
 1.43 with sigma of 0.02
 O2A-C14A = O3A-C15A
 1.43 with sigma of 0.02
 O1A-C13A
 1.43 with sigma of 0.01
 C5A-C13A
 1.51 with sigma of 0.02
 O3A-C12A
 1.37 with sigma of 0.02
 O2B-C8B = O3B-C12B
 1.37 with sigma of 0.02
 C13B-C5B
 1.51 with sigma of 0.02
 C7B-C4B
 1.5 with sigma of 0.02
 C810-C811 = C810-C809 = C811-C812 = C812-C807 = C807-C808 = C808-C809
 1.54 with sigma of 0.02
 C805-C806 = C805-C804 = C806-C801 = C801-C802 = C802-C803 = C803-C804
 1.54 with sigma of 0.02
 O1B-C5B
 2.4 with sigma of 0.04
 C12B-C15B
 2.4 with sigma of 0.02
 C5A-O1A
 2.4 with sigma of 0.01
 C8B-C14B
 2.4 with sigma of 0.04
 C7B-O3B
 2.35 with sigma of 0.04
 C810-C812 = C810-C808 = C811-C807 = C812-C808 = C807-C809
 2.54 with sigma of 0.04
 C805-C801 = C805-C803 = C806-C802 = C801-C803 = C802-C804
 2.54 with sigma of 0.04
 C8A-C7A \\sim C8A-C9A \\sim C10A-C9A \\sim C11A-C10A \\sim C11A-C12A \\sim
C12A-C7A
 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
 C7A-C10A \\sim C8A-C11A \\sim C9A-C12A
 with sigma of 0.04
 O1A-C13A \\sim O2A-C14A \\sim O3A-C15A
 with sigma of 0.02
 C8B-C4B \\sim C4B-C12B
 with sigma of 0.04
 C3B-C7B \\sim C7B-C5B
 with sigma of 0.04
 C4B-C13B \\sim C13B-C6B
 with sigma of 0.04
 N307-C323 \\sim N307-C423
 with sigma of 0.02
 C321-C322 \\sim C321-C422
 with sigma of 0.02
 C322-C323 \\sim C422-C423
 with sigma of 0.02
 N307-C322 \\sim N307-C422
 with sigma of 0.04
 C321-C323 \\sim C321-C423
 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
 C805-C806 \\sim C806-C801 \\sim C801-C802 \\sim C802-C803 \\sim C803-C804
\\sim C804-C805
 with sigma of 0.02
 C805-C803 \\sim C801-C803 \\sim C806-C804 \\sim C806-C802 \\sim C802-C804
\\sim C805-C801
 with sigma of 0.04
3. Restrained planarity
 C4B, C5B, C6B, C13B
 with sigma of 0.1
 O2B, C8B, C7B, C12B, O3B
 with sigma of 0.1
4. Uiso/Uaniso restraints and constraints
C7A \\sim O3A \\sim C12A \\sim C15A \\sim C11A \\sim C4A \\sim C8A \\sim C10A
\\sim C3A \\sim C5A \\sim O2A \\sim C9A \\sim C2A \\sim C6A \\sim C13A \\sim
C14A \\sim C1A \\sim O1A: 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
C805 \\sim C806 \\sim C801 \\sim C802 \\sim C803 \\sim C804: within 2A with
sigma of 0.04 and sigma for terminal atoms of 0.08 within 2A
Uanis(C422) = Uanis(C322) = Uanis(C423) = Uanis(C323)
5. Rigid body (RIGU) restrains
 C7A, O3A, C12A, C15A, C11A, C4A, C8A, C10A, C3A, C5A, O2A, C9A, C2A, C6A,
 C13A, C14A, C1A, O1A
 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
 C805, C806, C801, C802, C803, C804
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
6. Others
 1*[Sof(I304)+Sof(I303)+Sof(Zn32)]+1*[Sof(I403)+Sof(Zn42)+Sof(I504)]+1*
 [Sof(I503)+Sof(I1)+Sof(Zn52)]=1 with esd of 0.00001
 Sof(I412)=Sof(Zn46)=Sof(I411)=1-FVAR(1)
 Sof(I312)=Sof(I311)=Sof(Zn36)=FVAR(1)
 Sof(I310)=Sof(Zn35)=Sof(I309)=1-FVAR(2)
 Sof(I409)=Sof(I410)=Sof(Zn45)=FVAR(2)
 Sof(Zn43)=Sof(I405)=Sof(I406)=1-FVAR(3)
 Sof(I306)=Sof(I305)=Sof(Zn33)=FVAR(3)
 Sof(I408)=Sof(Zn44)=Sof(I407)=1-FVAR(4)
 Sof(I308)=Sof(I307)=Sof(Zn34)=FVAR(4)
 Sof(I304)=Sof(I303)=Sof(Zn32)=FVAR(5)
 Sof(I403)=Sof(Zn42)=Sof(I504)=FVAR(6)
 Sof(I503)=Sof(I1)=Sof(Zn52)=FVAR(7)
 Sof(C422)=Sof(H422)=Sof(C423)=Sof(H423)=1-FVAR(8)
 Sof(C322)=Sof(H322)=Sof(C323)=Sof(H323)=FVAR(8)
 Fixed Sof: I301(0.70334) I302(0.70334) Zn31(0.70334) O3A(0.50498)
 O2A(0.50498) C4A(0.50498) C5A(0.50498) C6A(0.50498) H6A(0.50498) C1A(0.50498)
 H1A(0.50498) C2A(0.50498) H2A(0.50498) C3A(0.50498) H3A(0.50498) O1A(0.50498)
 H1AA(0.50498) C7A(0.50498) C12A(0.50498) C9A(0.50498) H9A(0.50498)
 C8A(0.50498) C10A(0.50498) H10A(0.50498) C11A(0.50498) H11A(0.50498)
 C15A(0.50498) H15A(0.50498) H15B(0.50498) H15C(0.50498) C13A(0.50498)
 H13A(0.50498) H13B(0.50498) I402(0.29666) Zn41(0.29666) I401(0.29666)
 C14A(0.50498) H14A(0.50498) H14B(0.50498) H14C(0.50498) C7B(0.15539)
 C12B(0.15539) C11B(0.15539) H11B(0.15539) C10B(0.15539) H10B(0.15539)
 C9B(0.15539) H9B(0.15539) C8B(0.15539) O2B(0.15539) O3B(0.15539) C810(0.16261)
 H81A(0.16261) H81B(0.16261) C811(0.16261) H81C(0.16261) H81D(0.16261)
 C812(0.16261) H81E(0.16261) H81F(0.16261) C807(0.16261) H80A(0.16261)
 H80B(0.16261) C808(0.16261) H80C(0.16261) H80D(0.16261) C809(0.16261)
 H80E(0.16261) H80F(0.16261) C805(0.19389) H80G(0.19389) H80H(0.19389)
 C806(0.19389) H80I(0.19389) H80J(0.19389) C801(0.19389) H80K(0.19389)
 H80L(0.19389) C802(0.19389) H80M(0.19389) H80N(0.19389) C803(0.19389)
 H80O(0.19389) H80P(0.19389) C804(0.19389) H80Q(0.19389) H80R(0.19389)
 C15B(0.15539) H15D(0.15539) H15E(0.15539) H15F(0.15539) C14B(0.15539)
 H14D(0.15539) H14E(0.15539) H14F(0.15539) O1B(0.15539) H1B(0.15539)
 C6B(0.15539) H6B(0.15539) C1B(0.15539) H1BA(0.15539) C2B(0.15539) H2B(0.15539)
 C3B(0.15539) H3B(0.15539) C4B(0.15539) C5B(0.15539) C13B(0.15539)
 H13C(0.15539) H13D(0.15539)
 Fixed Uiso: I503(0.08) I1(0.08) Zn52(0.08) C7B(0.08) C12B(0.08) C11B(0.08)
 C10B(0.08) C9B(0.08) C8B(0.08) O2B(0.08) O3B(0.08) C805(0.08) C806(0.08)
 C801(0.08) C802(0.08) C803(0.08) C804(0.08) C15B(0.08) C14B(0.08) O1B(0.08)
 C6B(0.08) C1B(0.08) C2B(0.08) C3B(0.08) C4B(0.08) C5B(0.08) C13B(0.08)
7.a Secondary CH2 refined with riding coordinates:
 C13A(H13A,H13B), C810(H81A,H81B), C811(H81C,H81D), C812(H81E,H81F), C807(H80A,
 H80B), C808(H80C,H80D), C809(H80E,H80F), C805(H80G,H80H), C806(H80I,H80J),
 C801(H80K,H80L), C802(H80M,H80N), C803(H80O,H80P), C804(H80Q,H80R), C13B(H13C,
 H13D)
7.b Aromatic/amide H refined with riding coordinates:
 C349(H349), C328(H328), C364(H364), C304(H304), C310(H310), C329(H329),
 C315(H315), C356(H356), C302(H302), C313(H313), C312(H312), C337(H337),
 C354(H354), C314(H314), C355(H355), C305(H305), C365(H365), C317(H317),
 C311(H311), C320(H320), C351(H351), C338(H338), C353(H353), C331(H331),
 C301(H301), C341(H341), C319(H319), C350(H350), C318(H318), C340(H340),
 C330(H330), C335(H335), C358(H358), C348(H348), C359(H359), C347(H347),
 C367(H367), C369(H369), C346(H346), C366(H366), C336(H336), C332(H332),
 C333(H333), C372(H372), C371(H371), C368(H368), C6A(H6A), C1A(H1A), C2A(H2A),
 C3A(H3A), C322(H322), C9A(H9A), C323(H323), C10A(H10A), C11A(H11A), C422(H422),
  C423(H423), C11B(H11B), C10B(H10B), C9B(H9B), C6B(H6B), C1B(H1BA), C2B(H2B),
 C3B(H3B)
7.c Fitted hexagon refined as free rotating group:
 C4A(C5A,C6A,C1A,C2A,C3A), C7B(C12B,C11B,C10B,C9B,C8B), C6B(C1B,C2B,C3B,C4B,C5B)
7.d Tetrahedral OH refined with riding coordinates:
 O1A(H1AA), O1B(H1B)
7.e Idealised Me refined with everything fixed:
 C15A(H15A,H15B,H15C), C14A(H14A,H14B,H14C), C15B(H15D,H15E,H15F), C14B(H14D,
 H14E,H14F)
;
_shelx_res_checksum              17278
_shelx_hkl_checksum              26877
_olex2_date_sample_data_collection 2022-06-13
_olex2_date_sample_submission    2022-06-13
_olex2_submission_original_sample_id 50_1_96b
_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 2.867
_oxdiff_exptl_absorpt_empirical_full_min 0.438