Photoresponsive Macrocycles for Selective Binding and Release of Sulfate
Xiong, Shenglun; He, Qing; Chemical Communications  (2021) –; doi:10.1039/D1CC05506B

data_7129272
_publ_section_title
;
 Photoresponsive Macrocycles for Selective Binding and Release of Sulfate
;
_journal_name_full               'Chemical Communications'
_journal_paper_doi               10.1039/D1CC05506B
_journal_year                    2021
_chemical_formula_moiety
'4(C32 H28 N6 O4), 3(C H4 O), H2 O, C H3.042 O'
_chemical_formula_sum            'C132 H129.36 N24 O21'
_chemical_formula_weight         2387.95
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2021-09-28
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_audit_update_record
;
2021-09-28 deposited with the CCDC.	2021-11-19 downloaded from the CCDC.
;
_cell_angle_alpha                99.650(10)
_cell_angle_beta                 90.341(8)
_cell_angle_gamma                90.270(7)
_cell_formula_units_Z            2
_cell_length_a                   11.0498(17)
_cell_length_b                   19.163(3)
_cell_length_c                   29.251(4)
_cell_measurement_reflns_used    2471
_cell_measurement_temperature    173.0
_cell_measurement_theta_max      61.21
_cell_measurement_theta_min      5.12
_cell_volume                     6106.0(16)
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      173.0
_diffrn_measured_fraction_theta_full 0.971
_diffrn_measured_fraction_theta_max 0.971
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0963
_diffrn_reflns_av_unetI/netI     0.0845
_diffrn_reflns_Laue_measured_fraction_full 0.971
_diffrn_reflns_Laue_measured_fraction_max 0.971
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       34
_diffrn_reflns_limit_l_min       -34
_diffrn_reflns_number            72233
_diffrn_reflns_point_group_measured_fraction_full 0.971
_diffrn_reflns_point_group_measured_fraction_max 0.971
_diffrn_reflns_theta_full        66.841
_diffrn_reflns_theta_max         66.841
_diffrn_reflns_theta_min         1.532
_diffrn_source_current           1.2
_diffrn_source_power             0.06
_diffrn_source_voltage           50.0
_exptl_absorpt_coefficient_mu    0.737
_exptl_absorpt_correction_T_max  0.7528
_exptl_absorpt_correction_T_min  0.6544
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1389 before and 0.0661 after correction.
The Ratio of minimum to maximum transmission is 0.8693.
The \l/2 correction factor is Not present.
;
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.299
_exptl_crystal_description       needle
_exptl_crystal_F_000             2515
_exptl_crystal_size_max          0.074
_exptl_crystal_size_mid          0.066
_exptl_crystal_size_min          0.035
_refine_diff_density_max         0.772
_refine_diff_density_min         -0.674
_refine_diff_density_rms         0.102
_refine_ls_extinction_coef       0.00304(16)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1685
_refine_ls_number_reflns         21062
_refine_ls_number_restraints     81
_refine_ls_restrained_S_all      1.039
_refine_ls_R_factor_all          0.1091
_refine_ls_R_factor_gt           0.0764
_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^)+(0.1025P)^2^+4.8719P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1956
_refine_ls_wR_factor_ref         0.2170
_reflns_Friedel_coverage         0.000
_reflns_number_gt                14363
_reflns_number_total             21062
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d1cc05506b2.cif
_cod_data_source_block           1-trans
_cod_original_cell_volume        6106.1(15)
_cod_database_code               7129272
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.975
_shelx_estimated_absorpt_t_min   0.948
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, {H30,H30A,H30B} of C30, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All O(H) groups, {H13H,H13I,H13J} of C132, {H12C,H12D,H12E} of C129, {H13E,
  H13F,H13G} of C130, {H13B,H13C,H13D} of C131, All O(H,H) groups
2. Restrained distances
 N20-N21 = N6-N5
 1.25 with sigma of 0.01
 N6-N5 = N21-N20
 1.25 with sigma of 0.01
 O20-C131 \\sim O20A-C131
 with sigma of 0.02
 N20-N21A \\sim N20A-N21A
 with sigma of 0.02
 N21-N20 \\sim N21A-N20
 with sigma of 0.02
 N21-C119 \\sim N21A-C119
 with sigma of 0.02
 N21-N20 \\sim N21-N20A
 with sigma of 0.02
 N5-N6 \\sim N5-N6A
 with sigma of 0.02
 N5-N6 \\sim N5A-N6
 with sigma of 0.02
 N6-N5A \\sim N6A-N5A
 with sigma of 0.02
 N5-C23 \\sim N5A-C23
 with sigma of 0.02
 N6-C26 \\sim N6A-C26
 with sigma of 0.02
 C26-C27 \\sim C26-C27A
 with sigma of 0.02
 C28-C27 \\sim C28-C27A
 with sigma of 0.02
3. Rigid bond restraints
 C122, C127
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.005
4. Uiso/Uaniso restraints and constraints
Uanis(O20) \\sim Ueq, Uanis(O17) \\sim Ueq, Uanis(C132) \\sim Ueq: with sigma
of 0.0001 and sigma for terminal atoms of 0.0002
Uanis(N5) \\sim Ueq, Uanis(N6) \\sim Ueq, Uanis(N21) \\sim Ueq, Uanis(N20)
\\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.002
Uanis(C27) \\sim Ueq, Uanis(C26) \\sim Ueq, Uanis(C31) \\sim Ueq: with sigma of
0.001 and sigma for terminal atoms of 0.002
Uanis(O20A) \\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.002
Uanis(C27A) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
5. Others
 Sof(H30A)=Sof(H30B)=Sof(O20A)=Sof(H20A)=Sof(C133)=Sof(C134)=Sof(H134)=1-FVAR(1)
 Sof(C31)=Sof(H31)=Sof(C26)=Sof(H30)=Sof(H13B)=Sof(H13C)=Sof(H13D)=Sof(O20)=
 Sof(H20)=FVAR(1)
 Sof(N21A)=1-FVAR(2)
 Sof(N21)=FVAR(2)
 Sof(N20A)=1-FVAR(3)
 Sof(N20)=FVAR(3)
 Sof(N5A)=1-FVAR(4)
 Sof(N5)=FVAR(4)
 Sof(N6A)=1-FVAR(5)
 Sof(N6)=FVAR(5)
 Sof(H28A)=Sof(C27A)=Sof(H27A)=1-FVAR(6)
 Sof(H28)=Sof(C27)=Sof(H27)=FVAR(6)
6.a Free rotating group:
 O21(H21A,H21B)
6.b Secondary CH2 refined with riding coordinates:
 C32(H32A,H32B), C63(H63A,H63B), C10(H10A,H10B), C9(H9A,H9B), C128(H12A,H12B),
 C83(H83A,H83B), C73(H73A,H73B), C105(H10C,H10D), C54(H54A,H54B), C41(H41A,
 H41B), C19(H19A,H19B), C74(H74A,H74B), C115(H11A,H11B), C64(H64A,H64B),
 C96(H96A,H96B), C106(H10E,H10F), C30(H30A,H30B)
6.c Aromatic/amide H refined with riding coordinates:
 N2(H2), N19(H19), N17(H17A), N3(H3), N4(H4), N8(H8), N1(H1), N24(H24A),
 N7(H7A), N18(H18), N22(H22A), N12(H12), N13(H13A), N11(H11), N16(H16),
 N23(H23), C94(H94), C124(H124), C21(H21), C113(H113), C52(H52), C86(H86),
 C69(H69), C99(H99), C111(H111), C92(H92), C109(H109), C3(H3A), C79(H79),
 C81(H81), C89(H89), C17(H17), C53(H53), C77(H77), C14(H14), C103(H103), C7(H7),
  C118(H118), C4(H4A), C25(H25), C46(H46), C39(H39), C5(H5), C71(H71), C36(H36),
  C88(H88), C100(H100), C35(H35), C101(H101), C28(H28), C28(H28A), C24(H24),
 C78(H78), C31(H31), C13(H13), C95(H95), C57(H57), C47(H47), C121(H121),
 C61(H61), C50(H50), C49(H49), C58(H58), C126(H126), C91(H91), C117(H117),
 C15(H15), C120(H120), C68(H68), C22(H22), C30(H30), C85(H85), C110(H110),
 C67(H67), C27(H27), C43(H43), C37(H37), C44(H44), C59(H59), C127(H127),
 C123(H123), C27A(H27A), C134(H134)
6.d Idealised Me refined as rotating group:
 C129(H12C,H12D,H12E), C132(H13H,H13I,H13J), C130(H13E,H13F,H13G), C131(H13B,
 H13C,H13D)
6.e Idealised tetrahedral OH refined as rotating group:
 O17(H17B), O18(H18A), O19(H19C), O20(H20), O20A(H20A)
;
_shelx_res_checksum              65510
_olex2_submission_special_instructions 'No special instructions were received'