Rationally Developed Metallogelators Derived from Pyridyl Derivatives of NSAIDs Displaying Anti-Inflammatory and Anticancer Activities.
Sarkar, Koushik; Khasimbi, Shaik; Mandal, Souvik; Dastidar, Parthasarathi; ACS applied materials & interfaces 10 (2018) 30649–30661; doi:10.1021/acsami.8b09872

data_4515403
_publ_section_title
;
 Rationally Developed Metallogelators Derived from Pyridyl Derivatives of
 NSAIDs Displaying Anti-Inflammatory and Anticancer Activities.
;
_journal_issue                   36
_journal_name_full               'ACS applied materials &amp; interfaces'
_journal_page_first              30649
_journal_page_last               30661
_journal_paper_doi               10.1021/acsami.8b09872
_journal_volume                  10
_journal_year                    2018
_chemical_formula_moiety         'C74 H81 Cu N8 O5 S, C2 H6 O S, 2(N O3)'
_chemical_formula_sum            'C76 H87 Cu N10 O12 S2'
_chemical_formula_weight         1460.21
_space_group_crystal_system      orthorhombic
_space_group_IT_number           29
_space_group_name_Hall           'P 2c -2ac'
_space_group_name_H-M_alt        'P c a 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             2018-08-08
_audit_creation_method
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   21.168(19)
_cell_length_b                   10.192(9)
_cell_length_c                   36.49(3)
_cell_measurement_reflns_used    3264
_cell_measurement_temperature    156(2)
_cell_measurement_theta_max      19.819
_cell_measurement_theta_min      2.217
_cell_volume                     7873(12)
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_temperature      156.05
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1147
_diffrn_reflns_av_unetI/netI     0.1156
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       36
_diffrn_reflns_limit_l_min       -37
_diffrn_reflns_number            28775
_diffrn_reflns_point_group_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full        21.250
_diffrn_reflns_theta_max         21.250
_diffrn_reflns_theta_min         1.116
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.394
_exptl_absorpt_correction_T_max  0.7446
_exptl_absorpt_correction_T_min  0.5448
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS-2014/4 (Bruker,2014/4) was used for absorption correction. wR2(int) was 0.1247 before and 0.0722 after correction. The Ratio of minimum to maximum transmission is 0.7317. The \l/2 correction factor is 0.00150.'
_exptl_crystal_colour            'light blue'
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    blue
_exptl_crystal_density_diffrn    1.232
_exptl_crystal_description       plate
_exptl_crystal_F_000             3080
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.03
_refine_diff_density_max         1.257
_refine_diff_density_min         -0.584
_refine_diff_density_rms         0.111
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.011
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     915
_refine_ls_number_reflns         8666
_refine_ls_number_restraints     8
_refine_ls_restrained_S_all      1.011
_refine_ls_R_factor_all          0.1499
_refine_ls_R_factor_gt           0.0758
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1301P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1823
_refine_ls_wR_factor_ref         0.2298
_reflns_Friedel_coverage         0.951
_reflns_Friedel_fraction_full    0.986
_reflns_Friedel_fraction_max     0.986
_reflns_number_gt                4978
_reflns_number_total             8666
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            am8b09872_si_003.cif
_cod_data_source_block           CC1
_cod_original_cell_volume        7872(12)
_cod_database_code               4515403
_shelx_shelxl_version_number     2016/6
_shelx_estimated_absorpt_t_max   0.988
_shelx_estimated_absorpt_t_min   0.891
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 S5-C1
 1.86 with sigma of 0.02
3. Rigid bond restraints
 C2, C3, C41, C42
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 C67, C68, C48, C47
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 C30, C31, C64, C65
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
4. Others
 Sof(C1)=Sof(H1A)=Sof(H1B)=Sof(H1C)=Sof(S5)=Sof(C10)=1-FVAR(1)
 Sof(S2)=Sof(C77)=Sof(C76)=Sof(H76A)=Sof(H76B)=Sof(H76C)=FVAR(1)
 Sof(C1AA)=Sof(C11)=Sof(C17)=1-FVAR(2)
 Sof(C34)=Sof(C35)=Sof(C36)=FVAR(2)
5.a Ternary CH refined with riding coordinates:
 C46(H46), C7(H7), C64(H64), C25(H25), C16(H16), C73(H73)
5.b Secondary CH2 refined with riding coordinates:
 C72(H72A,H72B), C15(H15A,H15B), C53(H53A,H53B)
5.c Aromatic/amide H refined with riding coordinates:
 N8(H8), C60(H60), C59(H59), N4(H4), N10(H10), C23(H23), N2(H2), C41(H41),
 C5(H5), C40(H40), C49(H49), C14(H14), C58(H58), C42(H42), C0AA(H0AA), C19(H19),
  C44(H44), C3(H3), C2AA(H2AA), C21(H21), C61(H61), C2(H2A), C32(H32), C52(H52),
  C29(H29), C70(H70), C4AA(H4AA), C68(H68), C28(H28), C13(H13), C31(H31),
 C51(H51), C67(H67), C48(H48), C20(H20), C71(H71)
5.d Idealised Me refined as rotating group:
 C65(H65A,H65B,H65C), C8(H8A,H8B,H8C), C57(H57A,H57B,H57C), C55(H55A,H55B,
 H55C), C3AA(H3AA,H3AB,H3AC), C56(H56A,H56B,H56C), C26(H26A,H26B,H26C),
 C78(H78A,H78B,H78C), C79(H79A,H79B,H79C), C74(H74A,H74B,H74C), C18(H18A,H18B,
 H18C), C75(H75A,H75B,H75C), C76(H76A,H76B,H76C), C1(H1A,H1B,H1C)
;
_shelx_res_checksum              28795
_shelx_hkl_checksum              13671
_olex2_submission_special_instructions 'No special instructions were received'