Cetirizine derived supramolecular topical gel in action: rational design, characterization and in vivo self-delivery application in treating skin allergy in mice
Majumder, Joydeb; Deb, Jolly; Husain, Ahmad; Jana, Siddhartha Sankar; Dastidar, Parthasarathi; Journal of Materials Chemistry B 3 (2015) 6634–; doi:10.1039/C5TB00676G

data_7236146
_publ_section_title
;
 Cetirizine derived supramolecular topical gel in action: rational design,
 characterization and in vivo self-delivery application in treating skin
 allergy in mice
;
_journal_issue                   32
_journal_name_full               'Journal of Materials Chemistry B'
_journal_page_first              6634
_journal_paper_doi               10.1039/C5TB00676G
_journal_volume                  3
_journal_year                    2015
_chemical_formula_moiety         '2(C21 H24 Cl N2 O3), 2(C4 H12 N O3), 5(H2 O)'
_chemical_formula_sum            'C50 H82 Cl2 N6 O17'
_chemical_formula_weight         1110.11
_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     direct
_audit_creation_date             2014-12-11
_audit_creation_method
;
Olex2 1.2
(compiled 2014.11.28 svn.r3106 for OlexSys, GUI svn.r4959)
;
_audit_update_record
;
2015-03-13 deposited with the CCDC.
2015-07-13 downloaded from the CCDC.
;
_cell_angle_alpha                102.078(12)
_cell_angle_beta                 90.025(13)
_cell_angle_gamma                113.655(12)
_cell_formula_units_Z            2
_cell_length_a                   10.900(11)
_cell_length_b                   11.786(12)
_cell_length_c                   24.64(3)
_cell_measurement_reflns_used    2742
_cell_measurement_temperature    100(2)
_cell_volume                     2823(5)
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  ShelXL-2014/7
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_temperature      100.15
_diffrn_measured_fraction_theta_full 0.970
_diffrn_measured_fraction_theta_max 0.970
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1190
_diffrn_reflns_av_unetI/netI     0.1753
_diffrn_reflns_Laue_measured_fraction_full 0.970
_diffrn_reflns_Laue_measured_fraction_max 0.970
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            36556
_diffrn_reflns_point_group_measured_fraction_full 0.970
_diffrn_reflns_point_group_measured_fraction_max 0.970
_diffrn_reflns_theta_full        26.498
_diffrn_reflns_theta_max         26.498
_diffrn_reflns_theta_min         1.698
_exptl_absorpt_coefficient_mu    0.188
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.6831
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS 2014/4'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.306
_exptl_crystal_description       plates
_exptl_crystal_F_000             1188
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   0.7447
_exptl_transmission_factor_min   0.6785
_refine_diff_density_max         1.358
_refine_diff_density_min         -0.472
_refine_diff_density_rms         0.076
_refine_ls_extinction_coef       0.0141(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   0.924
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     754
_refine_ls_number_reflns         11364
_refine_ls_number_restraints     946
_refine_ls_restrained_S_all      0.890
_refine_ls_R_factor_all          0.1915
_refine_ls_R_factor_gt           0.0741
_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^)+(0.0831P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1572
_refine_ls_wR_factor_ref         0.1891
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5158
_reflns_number_total             11364
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c5tb00676g2.cif
_cod_data_source_block           jm0206ln_0m
_cod_database_code               7236146
_shelx_estimated_absorpt_t_max   0.991
_shelx_estimated_absorpt_t_min   0.972
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H,H,H) groups
 At 1.5 times of:
  All O(H) groups, All O(H,H) groups, All O(H,H,H) groups
2. Restrained distances
 C1A-C6A
 1.39 with sigma of 0.01
 C6A-C5A
 1.39 with sigma of 0.01
 C5A-C4A
 1.39 with sigma of 0.01
 C4A-C3A
 1.39 with sigma of 0.01
 C1A-C2A
 1.39 with sigma of 0.01
 C3A-C2A
 1.39 with sigma of 0.01
 C10B-C9B
 1.39 with sigma of 0.01
 C9B-C8B
 1.39 with sigma of 0.01
 C8B-C13B
 1.39 with sigma of 0.01
 C13B-C12B
 1.39 with sigma of 0.01
 C10B-C11B
 1.39 with sigma of 0.01
 C12B-C11B
 1.39 with sigma of 0.01
 C8A-C9A
 1.39 with sigma of 0.01
 C9A-C10A
 1.39 with sigma of 0.01
 C10A-C11A
 1.39 with sigma of 0.01
 C11A-C12A
 1.39 with sigma of 0.01
 C8A-C13A
 1.39 with sigma of 0.01
 C12A-C13A
 1.39 with sigma of 0.01
 C25A-C24A
 1.39 with sigma of 0.01
 C24A-C23A
 1.39 with sigma of 0.01
 C23A-C22A
 1.39 with sigma of 0.01
 C22A-C27A
 1.39 with sigma of 0.01
 C25A-C26A
 1.39 with sigma of 0.01
 C27A-C26A
 1.39 with sigma of 0.01
 C29A-C30A
 1.39 with sigma of 0.01
 C30A-C31A
 1.39 with sigma of 0.01
 C31A-C32A
 1.39 with sigma of 0.01
 C32A-C33A
 1.39 with sigma of 0.01
 C29A-C34A
 1.39 with sigma of 0.01
 C33A-C34A
 1.39 with sigma of 0.01
3. Rigid bond restraints
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
4. Uiso/Uaniso restraints and constraints
All non-hydrogen atoms have similar U: within 1.7A with sigma of 0.04 and sigma
for terminal atoms of 0.08
Uanis(C6B) = Uanis(C10A)
Uanis(C5B) = Uanis(C9A)
Uanis(C13A) = Uanis(C3B)
Uanis(C1A) = Uanis(C11B)
Uanis(C9B) = Uanis(C5A)
5. Others
 Sof(Cl1B)=Sof(C4B)=Sof(C5B)=Sof(H5B)=Sof(C6B)=Sof(H6B)=Sof(C1B)=Sof(C2B)=
 Sof(H2B)=Sof(C3B)=Sof(H3B)=Sof(H7B)=Sof(C12B)=Sof(H12B)=Sof(C13B)=Sof(H13B)=
 Sof(C8B)=Sof(C9B)=Sof(H9B)=Sof(C10B)=Sof(H10B)=Sof(C11B)=Sof(H11B)=1-FVAR(1)
 Sof(Cl1A)=Sof(C1A)=Sof(C2A)=Sof(H2A)=Sof(C3A)=Sof(H3A)=Sof(C4A)=Sof(C5A)=
 Sof(H5A)=Sof(C6A)=Sof(H6A)=Sof(H7A)=Sof(C8A)=Sof(C9A)=Sof(H9A)=Sof(C10A)=
 Sof(H10A)=Sof(C11A)=Sof(H11A)=Sof(C12A)=Sof(H12A)=Sof(C13A)=Sof(H13A)=FVAR(1)
6.a Free rotating group:
 O13(O16,H16D,O15,H15C,H15D,O17,H17C,H17D,O14,H14D,H13C,H13D)
6.b Ternary CH refined with riding coordinates:
 C7(H7B), C28(H28)
6.c Secondary CH2 refined with riding coordinates:
 C14(H14A,H14B), C15(H15A,H15B), C16(H16A,H16B), C17(H17A,H17B), C18(H18A,
 H18B), C19(H19A,H19B), C20(H20A,H20B), C35(H35A,H35B), C36(H36A,H36B),
 C37(H37A,H37B), C38(H38A,H38B), C43(H43A,H43B), C45(H45A,H45B), C46(H46A,H46B),
  C47(H47A,H47B), C49(H49A,H49B), C50(H50A,H50B), C39(H39A,H39B), C40(H40A,
 H40B), C41(H41A,H41B)
6.d Aromatic/amide H refined with riding coordinates:
 C2A(H2A), C3A(H3A), C5B(H5B), C6B(H6B), C2B(H2B), C3B(H3B), C5A(H5A),
 C6A(H6A), C9A(H9A), C10A(H10A), C11A(H11A), C12A(H12A), C12B(H12B), C13B(H13B),
  C9B(H9B), C10B(H10B), C11B(H11B), C13A(H13A), C23A(H23A), C24A(H24A),
 C25A(H25A), C26A(H26A), C27A(H27A), C30A(H30A), C31A(H31A), C33A(H33A),
 C34A(H34A)
6.e Fitted hexagon refined as free rotating group:
 C4B(C5B,C6B,C1B,C2B,C3B), C12B(C13B,C8B,C9B,C10B,C11B)
6.f Idealised Me refined as rotating group:
 N5(H5C,H5D,H5E), N6(H6C,H6D,H6E)
6.g Idealised tetrahedral OH refined as rotating group:
 O7(H7), O8(H8), O9(H9), O11(H11), O12(H12)
;
_shelx_res_checksum              84529
_shelx_hkl_checksum              79438