A resilient and luminescent stimuli-responsive hydrogel from a heterotopic 1,8-naphthalimide-derived ligand
Hawes, Chris S.; Lynes, Amy D.; Byrne, Kevin; Schmitt, Wolfgang; Ryan, Gavin; Möbius, Matthias E.; Gunnlaugsson, Thorfinnur; Chem. Commun.  (2017) –; doi:10.1039/C7CC03482B

data_7120111
_publ_section_title
;
 A resilient and luminescent stimuli-responsive hydrogel from a
 heterotopic 1,8-naphthalimide-derived ligand
;
_journal_name_full               'Chem. Commun.'
_journal_paper_doi               10.1039/C7CC03482B
_journal_year                    2017
_chemical_formula_moiety         'C50 H30 Cd N4 O10, 1.5(C2 H3 N)'
_chemical_formula_sum            'C53 H34.5 Cd N5.5 O10'
_chemical_formula_weight         1020.76
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2017-02-16
_audit_creation_method
;
Olex2 1.2
(compiled 2017.01.04 svn.r3372 for OlexSys, GUI svn.r5292)
;
_audit_update_record
;
2017-03-28 deposited with the CCDC.
2017-05-11 downloaded from the CCDC.
;
_cell_angle_alpha                101.062(2)
_cell_angle_beta                 93.619(2)
_cell_angle_gamma                90.377(2)
_cell_formula_units_Z            2
_cell_length_a                   4.57350(10)
_cell_length_b                   17.4178(4)
_cell_length_c                   27.7382(7)
_cell_measurement_reflns_used    7845
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      68.30
_cell_measurement_theta_min      3.31
_cell_volume                     2163.86(9)
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      100.01
_diffrn_detector_area_resol_mean 8
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\w and \f scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0460
_diffrn_reflns_av_unetI/netI     0.0433
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_number            26766
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         68.372
_diffrn_reflns_theta_min         1.626
_diffrn_source                   'sealed tube'
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    4.647
_exptl_absorpt_correction_T_max  0.7531
_exptl_absorpt_correction_T_min  0.6056
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.0795 before and 0.0570 after correction. The Ratio of minimum to maximum transmission is 0.8041. The \l/2 correction factor is Not present.'
_exptl_crystal_colour            brown
_exptl_crystal_colour_primary    brown
_exptl_crystal_density_diffrn    1.567
_exptl_crystal_description       plate
_exptl_crystal_F_000             1038
_exptl_crystal_size_max          0.11
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.04
_refine_diff_density_max         2.523
_refine_diff_density_min         -0.751
_refine_diff_density_rms         0.118
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     668
_refine_ls_number_reflns         7888
_refine_ls_number_restraints     76
_refine_ls_restrained_S_all      1.070
_refine_ls_R_factor_all          0.0599
_refine_ls_R_factor_gt           0.0539
_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^)+(0.0930P)^2^+1.8640P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1359
_refine_ls_wR_factor_ref         0.1407
_reflns_Friedel_coverage         0.000
_reflns_number_gt                7072
_reflns_number_total             7888
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c7cc03482b2.cif
_cod_data_source_block           1MeCN
_cod_original_formula_sum        'C53 H34.50 Cd N5.50 O10'
_cod_database_code               7120111
_shelx_shelxl_version_number     2014/7
_shelx_estimated_absorpt_t_max   0.836
_shelx_estimated_absorpt_t_min   0.629
_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
2. Restrained distances
 C53-C54 = C56-C55
 1.43 with sigma of 0.02
 N6-C53 = N7-C55
 1.13 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(C53) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.01
Uanis(C46) \\sim Ueq, Uanis(C45) \\sim Ueq: with sigma of 0.005 and sigma for
terminal atoms of 0.005
4. Rigid body (RIGU) restrains
 C56, N6, N7, C53, C55, C54
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 C47, C44, C48, C49, C46, C45
 with sigma for 1-2 distances of 0.0005 and sigma for 1-3 distances of 0.0005
5. Others
 Fixed Sof: N6(0.25) C53(0.25) C54(0.25) H54A(0.25) H54B(0.25) H54C(0.25)
 N7(0.25) C55(0.25) C56(0.25) H56A(0.25) H56B(0.25) H56C(0.25)
6.a Secondary CH2 refined with riding coordinates:
 C6(H6A,H6B), C31(H31A,H31B)
6.b Me refined with riding coordinates:
 C54(H54A,H54B,H54C), C56(H56A,H56B,H56C)
6.c Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C4(H4), C5(H5), C9(H9), C10(H10), C11(H11), C14(H14),
 C15(H15), C20(H20), C21(H21), C23(H23), C24(H24), C26(H26), C27(H27), C29(H29),
  C30(H30), C34(H34), C35(H35), C36(H36), C39(H39), C40(H40), C45(H45),
 C46(H46), C48(H48), C49(H49)
6.d Idealised Me refined as rotating group:
 C52(H52A,H52B,H52C)
;
_shelx_res_checksum              60848
_olex2_submission_special_instructions 'No special instructions were received'