Novel anionic surfactant-modified chlorhexidine and its potent antimicrobial properties.
Muneeswaran, Zilma Pereira; Teoman, Baran; Wang, Yu; Chaudhry, Haroon; Brinzari, Tatiana V.; Verma, Gaurav; Ranasinghe, Lomaani; Kaler, Kylie Ryan; Huang, Xiaoyi; He, Xing; Thomas, Belvin; Xu, Shiyou; Cheng, Chi-Yuan; Boyd, Jeffrey M.; Chen, Dailin; Hao, Zhigang; Ma, Shengqian; Asefa, Tewodros; Pan, Long; Dubovoy, Viktor; Dalton transactions (Cambridge, England : 2003) 53 (2024) 2670–2677; doi:10.1039/d3dt02559d

data_7714711
_publ_section_title
;
 Novel anionic surfactant-modified chlorhexidine and its potent
 antimicrobial properties.
;
_journal_issue                   6
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              2670
_journal_page_last               2677
_journal_paper_doi               10.1039/d3dt02559d
_journal_volume                  53
_journal_year                    2024
_chemical_formula_moiety         '2(C12 H25 O4 S), C22 H32 Cl2 N10'
_chemical_formula_sum            'C46 H82 Cl2 N10 O8 S2'
_chemical_formula_weight         1038.23
_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             2023-06-25
_audit_creation_method
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_audit_update_record
;
2023-06-26 deposited with the CCDC.	2023-12-12 downloaded from the CCDC.
;
_cell_angle_alpha                70.2440(10)
_cell_angle_beta                 78.3980(10)
_cell_angle_gamma                89.769(2)
_cell_formula_units_Z            2
_cell_length_a                   11.6393(3)
_cell_length_b                   13.6352(3)
_cell_length_c                   18.8400(5)
_cell_measurement_reflns_used    34528
_cell_measurement_temperature    99.99
_cell_measurement_theta_max      149.476
_cell_measurement_theta_min      5.1
_cell_volume                     2749.86(12)
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      99.99
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.973
_diffrn_measurement_device_type  'Bruker  D8 Venture PHOTON 100 CMOS'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.1176
_diffrn_reflns_av_unetI/netI     0.1162
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.973
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            34528
_diffrn_reflns_point_group_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.973
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         74.738
_diffrn_reflns_theta_min         2.550
_exptl_absorpt_coefficient_mu    2.238
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.254
_exptl_crystal_description       needle
_exptl_crystal_F_000             1116
_exptl_crystal_size_max          0.11
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.07
_refine_diff_density_max         0.600
_refine_diff_density_min         -0.427
_refine_diff_density_rms         0.108
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.135
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     733
_refine_ls_number_reflns         10985
_refine_ls_number_restraints     558
_refine_ls_restrained_S_all      1.108
_refine_ls_R_factor_all          0.1035
_refine_ls_R_factor_gt           0.0740
_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^)+(0.0546P)^2^+4.3994P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1713
_refine_ls_wR_factor_ref         0.1805
_reflns_Friedel_coverage         0.000
_reflns_number_gt                8355
_reflns_number_total             10985
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d3dt02559d2.cif
_cod_data_source_block           colgate_chd_sls_0m
_cod_depositor_comments          'Adding full bibliography for 7714711.cif.'
_cod_database_code               7714711
_shelx_shelxl_version_number     2016/6
_cell_measurement_max            149.476
_cell_measurement_min            5.1
_shelx_estimated_absorpt_t_max   0.859
_shelx_estimated_absorpt_t_min   0.791
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups, All N(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C11-C2 \\sim C12-C0 \\sim C13-C12 \\sim C3-C2 \\sim C13-C21 \\sim C3-C01T
\\sim C8-C01T \\sim C21-C20 ~
 C10-C20 \\sim C8-C01W \\sim C01W-C01V \\sim C10-C9 \\sim C01V-C5 \\sim C9-C5
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
O00C \\sim C0 \\sim C2 \\sim C3 \\sim C01T \\sim C21 \\sim C11 \\sim C12 \\sim
C13 \\sim C8 \\sim C01W \\sim C10 \\sim C01V \\sim C9 \\sim C20: within 2A with
sigma of 0.04 and sigma for terminal atoms of 0.08 within 2A
C14 \\sim C5 \\sim C15 \\sim C1 \\sim C16 \\sim C4: within 2A with sigma of
0.04 and sigma for terminal atoms of 0.08 within 2A
C17 \\sim C6 \\sim C7 \\sim C18: within 2A with sigma of 0.04 and sigma for
terminal atoms of 0.08 within 2A
C18 \\sim C7 \\sim C6 \\sim C17 \\sim C4 \\sim C16: within 2A with sigma of
0.04 and sigma for terminal atoms of 0.08 within 2A
C7 \\sim C18 \\sim C6 \\sim C17 \\sim C4 \\sim C16: within 2A with sigma of
0.04 and sigma for terminal atoms of 0.08 within 2A
O00C \\sim C0 \\sim C1 \\sim C2 \\sim C3 \\sim C4 \\sim C5 \\sim C6 \\sim C01T
\\sim C8 \\sim C01V \\sim C01W \\sim C9 \\sim C10 \\sim C20 \\sim C21 \\sim C11
\\sim C12 \\sim C13 \\sim C14 \\sim C15 \\sim C16 \\sim C17 \\sim C7 \\sim C18:
within 2A with sigma of 0.04 and sigma for terminal atoms of 0.08 within 2A
4. Rigid body (RIGU) restrains
 O00C, C0, C3, C01T, C8, C01V, C01W, C9, C10, C21, C11, C12, C13, C20, C2
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C14, C5, C15, C1, C16, C4
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C17, C6, C7, C18
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C16, C4, C17, C6, C18, C7
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C18, C7, C6, C17, C4, C16
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 O00C, C0, C2, C3, C4, C5, C6, C7, C01T, C8, C01V, C01W, C9, C10, C20, C21,
 C11, C12, C13, C14, C16, C17, C18, C1, C15
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5. Others
 Sof(C0)=Sof(H0A)=Sof(H0B)=Sof(C5)=Sof(H5A)=Sof(H5B)=Sof(C7)=Sof(H7A)=Sof(H7B)=
 Sof(H7C)=Sof(C9)=Sof(H9A)=Sof(H9B)=Sof(C10)=Sof(H10A)=Sof(H10B)=Sof(C20)=
 Sof(H20A)=Sof(H20B)=Sof(C21)=Sof(H21A)=Sof(H21B)=Sof(C12)=Sof(H12A)=Sof(H12B)=
 Sof(C13)=Sof(H13A)=Sof(H13B)=Sof(C15)=Sof(H15A)=Sof(H15B)=Sof(C16)=Sof(H16A)=
 Sof(H16B)=Sof(C17)=Sof(H17A)=Sof(H17B)=1-FVAR(1)
 Sof(C1)=Sof(H1A)=Sof(H1B)=Sof(C2)=Sof(H2A)=Sof(H2B)=Sof(C3)=Sof(H3A)=Sof(H3B)=
 Sof(C4)=Sof(H4A)=Sof(H4B)=Sof(C6)=Sof(H6A)=Sof(H6B)=Sof(C01T)=Sof(H01A)=
 Sof(H01B)=Sof(C8)=Sof(H8A)=Sof(H8B)=Sof(C01V)=Sof(H01C)=Sof(H01D)=Sof(C01W)=
 Sof(H01E)=Sof(H01F)=Sof(C11)=Sof(H11A)=Sof(H11B)=Sof(C14)=Sof(H14A)=Sof(H14B)=
 Sof(C18)=Sof(H18A)=Sof(H18B)=Sof(H18C)=FVAR(1)
6.a Rotating group:
 N00H(H00G,H00H)
6.b Secondary CH2 refined with riding coordinates:
 C00Q(H00L,H00N), C00V(H00O,H00P), C00W(H00Q,H00R), C00X(H00S,H00V), C00Y(H00Y,
 H), C00Z(H00W,H00X), C010(H01K,H01L), C015(H01G,H01H), C0(H0A,H0B), C01A(H01M,
 H01N), C01B(H01O,H01P), C01E(H01Q,H01R), C01F(H01S,H01T), C01G(H01U,H01V),
 C01H(H01W,H01X), C01I(H01Y,HA), C01J(H01Z,HB), C01K(H01,HC), C1(H1A,H1B),
 C2(H2A,H2B), C3(H3A,H3B), C4(H4A,H4B), C5(H5A,H5B), C6(H6A,H6B), C01T(H01A,
 H01B), C8(H8A,H8B), C01V(H01C,H01D), C01W(H01E,H01F), C9(H9A,H9B), C10(H10A,
 H10B), C20(H20A,H20B), C21(H21A,H21B), C11(H11A,H11B), C12(H12A,H12B),
 C13(H13A,H13B), C14(H14A,H14B), C15(H15A,H15B), C16(H16A,H16B), C17(H17A,H17B)
6.c Aromatic/amide H refined with riding coordinates:
 N00D(H00D), N00E(H00E), N00I(H00I), N00M(H00M), C00T(H00T), C00U(H00U),
 C011(H011), C014(H014), C017(H017), C019(H019), C01C(H01I), C01D(H01J)
6.d X=CH2 refined with riding coordinates:
 N00F(H00A,H00B), N00J(H00J,H00K)
6.e Idealised Me refined as rotating group:
 C01L(H1,HD,HE), C7(H7A,H7B,H7C), C18(H18A,H18B,H18C)
;
_shelx_res_checksum              13614
_olex2_submission_special_instructions 'No special instructions were received'