Crystal engineering of a rectangular sql coordination network to enable xylenes selectivity over ethylbenzene
Zaworotko, Michael; Kumar, Naveen; Chang, Ze; Yu, Mei-Hui; Kumar, Amrit; O’Nolan, Daniel; Bu, Xian-He; Patyk-Kaźmierczak, Ewa; Bezrukov, Andrey A.; Mukherjee, Soumya; Wang, Shi-Qiang; Chemical Science  (2020) –; doi:10.1039/D0SC02123G

data_1558323
_publ_section_title
;
 Crystal engineering of a rectangular sql coordination network to enable
 xylenes selectivity over ethylbenzene
;
_journal_name_full               'Chemical Science'
_journal_paper_doi               10.1039/D0SC02123G
_journal_year                    2020
_chemical_formula_moiety         'C26 H16 Co N14 S2, 2(C8 H10)'
_chemical_formula_sum            'C42 H36 Co N14 S2'
_chemical_formula_weight         859.90
_space_group_crystal_system      tetragonal
_space_group_IT_number           91
_space_group_name_Hall           'P 4w 2c'
_space_group_name_H-M_alt        'P 41 2 2'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2019-04-19
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2019-05-14 deposited with the CCDC.	2020-06-16 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   21.7573(4)
_cell_length_b                   21.7573(4)
_cell_length_c                   20.5483(5)
_cell_measurement_reflns_used    9959
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      59.70
_cell_measurement_theta_min      2.87
_cell_volume                     9727.2(3)
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_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      150.15
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.1745
_diffrn_reflns_av_unetI/netI     0.0644
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            166061
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        60.978
_diffrn_reflns_theta_max         60.978
_diffrn_reflns_theta_min         2.030
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    3.912
_exptl_absorpt_correction_T_max  0.7520
_exptl_absorpt_correction_T_min  0.6352
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1085 before and 0.0799 after correction. The Ratio of minimum to maximum transmission is 0.8447. The \l/2 correction factor is Not present.'
_exptl_crystal_colour            red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.174
_exptl_crystal_description       block
_exptl_crystal_F_000             3560
_exptl_crystal_size_max          0.11
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.685
_refine_diff_density_min         -0.392
_refine_diff_density_rms         0.121
_refine_ls_abs_structure_details
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.07(2)
_refine_ls_extinction_coef       0.00047(11)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_goodness_of_fit_ref   1.066
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     707
_refine_ls_number_reflns         7433
_refine_ls_number_restraints     601
_refine_ls_restrained_S_all      1.034
_refine_ls_R_factor_all          0.1583
_refine_ls_R_factor_gt           0.1192
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1361P)^2^+37.4492P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2673
_refine_ls_wR_factor_ref         0.2908
_reflns_Friedel_coverage         0.766
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     1.000
_reflns_number_gt                5047
_reflns_number_total             7433
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d0sc02123g2.cif
_cod_data_source_block           tri3
_cod_original_cell_volume        9727.2(4)
_cod_database_code               1558323
_shelx_shelxl_version_number     2014/7
_shelx_estimated_absorpt_t_max   0.745
_shelx_estimated_absorpt_t_min   0.673
_olex2_refinement_description
;
1. Twinned data refinement
 Scales: 0.93(2)
 0.07(2)
2. 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 C(H,H,H,H,H,H) groups
3. Restrained distances
 C1H-C7H
 1.5 with sigma of 0.02
 C7F-C1F
 1.5 with sigma of 0.02
 C7I-C1I
 1.5 with sigma of 0.02
 C7I-C8H
 1.5 with sigma of 0.02
 C7H-C8H
 1.5 with sigma of 0.02
 C1G-C7G
 1.5 with sigma of 0.02
 C7G-C8G
 1.5 with sigma of 0.02
 C7I-C2I
 2.5 with sigma of 0.04
 C7I-C6I
 2.5 with sigma of 0.04
 C1G-C8G
 2.4 with sigma of 0.04
4. Restrained planarity
 C13B, C14B, C15B, N16B, C17B, C18B
 with sigma of 0.001
5. Uiso/Uaniso restraints and constraints
C1I \\sim C2I \\sim C3I \\sim C4I \\sim C5I \\sim C6I \\sim C7I: within 2A with
sigma of 0.02 and sigma for terminal atoms of 0.1
C8H \\sim C1H \\sim C2H \\sim C3H \\sim C4H \\sim C5H \\sim C6H \\sim C7H:
within 2A with sigma of 0.05 and sigma for terminal atoms of 0.1
C3F \\sim C2F \\sim C8F \\sim C7F \\sim C1F \\sim C4F \\sim C5F \\sim C6F:
within 2A with sigma of 0.02 and sigma for terminal atoms of 0.04
C5G \\sim C4G \\sim C6G \\sim C3G \\sim C7G \\sim C8G \\sim C2G \\sim C1G:
within 2A with sigma of 0.02 and sigma for terminal atoms of 0.04
C14B \\sim C18B \\sim C15B \\sim C17B \\sim C13B: within 2A with sigma of 0.02
and sigma for terminal atoms of 0.04
N1B \\sim N8B \\sim N12B \\sim N9B \\sim N11B \\sim C4B \\sim C6B \\sim C14B
\\sim C18B \\sim C7B \\sim C15B \\sim C17B \\sim C5B \\sim C10B \\sim C2B \\sim
C13B \\sim C3B: within 2A with sigma of 0.02 and sigma for terminal atoms of
0.02
Uanis(C7I) \\sim Ueq, Uanis(C1I) \\sim Ueq, Uanis(C2I) \\sim Ueq, Uanis(C3I)
\\sim Ueq, Uanis(C4I) \\sim Ueq, Uanis(C5I) \\sim Ueq, Uanis(C6I) \\sim Ueq:
with sigma of 0.05 and sigma for terminal atoms of 0.1
Uanis(C8H) \\sim Ueq, Uanis(C7H) \\sim Ueq, Uanis(C2H) \\sim Ueq, Uanis(C1H)
\\sim Ueq, Uanis(C6H) \\sim Ueq, Uanis(C5H) \\sim Ueq, Uanis(C4H) \\sim Ueq,
Uanis(C3H) \\sim Ueq: with sigma of 0.05 and sigma for terminal atoms of 0.1
Uanis(C6F) \\sim Ueq, Uanis(C1F) \\sim Ueq, Uanis(C2F) \\sim Ueq, Uanis(C7F)
\\sim Ueq, Uanis(C3F) \\sim Ueq, Uanis(C5F) \\sim Ueq, Uanis(C8F) \\sim Ueq,
Uanis(C4F) \\sim Ueq, : with sigma of 0.05 and sigma for terminal atoms of 0.1
Uanis(C8G) \\sim Ueq, Uanis(C7G) \\sim Ueq, Uanis(C1G) \\sim Ueq, Uanis(C6G)
\\sim Ueq, Uanis(C5G) \\sim Ueq, Uanis(C4G) \\sim Ueq, Uanis(C3G) \\sim Ueq,
Uanis(C2G) \\sim Ueq: with sigma of 0.05 and sigma for terminal atoms of 0.1
Uanis(N1B) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(N16B) \\sim Ueq, Uanis(C15B) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
Uanis(C2B) \\sim Ueq, Uanis(C3B) \\sim Ueq, Uanis(C4B) \\sim Ueq, Uanis(C5B)
\\sim Ueq, Uanis(C6B) \\sim Ueq, Uanis(C7B) \\sim Ueq, Uanis(N8B) \\sim Ueq,
Uanis(N9B) \\sim Ueq, Uanis(C10B) \\sim Ueq, Uanis(N11B) \\sim Ueq, Uanis(N12B)
\\sim Ueq, Uanis(C13B) \\sim Ueq, Uanis(C14B) \\sim Ueq, Uanis(N16B) \\sim Ueq,
Uanis(C15B) \\sim Ueq, Uanis(C17B) \\sim Ueq, Uanis(C18B) \\sim Ueq: with sigma
of 0.1 and sigma for terminal atoms of 0.2
6. Others
 Sof(H8HD)=Sof(H8HE)=Sof(H8HF)=Sof(C2I)=Sof(H2I)=Sof(C3I)=Sof(H3I)=Sof(C4I)=
 Sof(H4I)=Sof(C5I)=Sof(H5I)=Sof(C6I)=Sof(H6I)=Sof(C1I)=Sof(C7I)=Sof(H7IA)=
 Sof(H7IB)=1-FVAR(1)
 Sof(H8HA)=Sof(H8HB)=Sof(H8HC)=Sof(C1H)=Sof(C2H)=Sof(H2H)=Sof(C3H)=Sof(H3H)=
 Sof(C4H)=Sof(H4H)=Sof(C5H)=Sof(H5H)=Sof(C6H)=Sof(H6H)=Sof(C7H)=Sof(H7HA)=
 Sof(H7HB)=FVAR(1)
 Fixed Sof: N1B(0.5) C6B(0.5) H6B(0.5) C5B(0.5) H5B(0.5) C4B(0.5) C3B(0.5)
 H3B(0.5) C2B(0.5) H2B(0.5) N8B(0.5) N12B(0.5) N9B(0.5) N11B(0.5) C7B(0.5)
 C10B(0.5) C13B(0.5) C18B(0.5) H18B(0.5) C17B(0.5) H17B(0.5) N16B(0.5)
 C15B(0.5) H15B(0.5) C14B(0.5) H14B(0.5) C8F(0.5) H8FA(0.5) H8FB(0.5) H8FC(0.5)
 C7F(0.5) H7FA(0.5) H7FB(0.5) C1F(0.5) C2F(0.5) H2F(0.5) C3F(0.5) H3F(0.5)
 C4F(0.5) H4F(0.5) C5F(0.5) H5F(0.5) C6F(0.5) H6F(0.5) C6G(0.5) H6G(0.5)
 C5G(0.5) H5G(0.5) C4G(0.5) H4G(0.5) C3G(0.5) H3G(0.5) C2G(0.5) H2G(0.5)
 C1G(0.5) C7G(0.5) H7GA(0.5) H7GB(0.5) C8G(0.5) H8GA(0.5) H8GB(0.5) H8GC(0.5)
7.a Secondary CH2 refined with riding coordinates:
 C7H(H7HA,H7HB), C7I(H7IA,H7IB), C7F(H7FA,H7FB), C7G(H7GA,H7GB)
7.b Aromatic/amide H refined with riding coordinates:
 C6B(H6B), C5B(H5B), C3B(H3B), C2B(H2B), C3C(H3C), C3A(H3A), C10C(H10C),
 C14A(H14A), C15A(H15A), C17A(H17A), C11C(H11C), C18A(H18A), C2A(H2A), C6A(H6A),
  C2C(H2C), C5A(H5A), C18B(H18B), C17B(H17B), C15B(H15B), C14B(H14B), C2H(H2H),
 C3H(H3H), C4H(H4H), C5H(H5H), C6H(H6H), C2I(H2I), C3I(H3I), C4I(H4I), C5I(H5I),
  C6I(H6I), C2F(H2F), C3F(H3F), C4F(H4F), C5F(H5F), C6F(H6F), C6G(H6G),
 C5G(H5G), C4G(H4G), C3G(H3G), C2G(H2G)
7.c Fitted hexagon refined as free rotating group:
 C1H(C2H,C3H,C4H,C5H,C6H), C2I(C3I,C4I,C5I,C6I,C1I), C1F(C2F,C3F,C4F,C5F,C6F),
 C6G(C5G,C4G,C3G,C2G,C1G)
7.d Idealised Me refined with riding coordinates:
 C8H(H8HD,H8HE,H8HF), C8H(H8HA,H8HB,H8HC), C8F(H8FA,H8FB,H8FC), C8G(H8GA,H8GB,
 H8GC)
;
_shelx_res_checksum              74102
_olex2_submission_special_instructions 'No special instructions were received'