Synthesis and exceptional operational durability of polyaniline-inspired conductive ladder polymers.
Leng, Mingwan; Koripally, Nandu; Huang, Junjie; Vriza, Aikaterini; Lee, Kyeong Yeon; Ji, Xiaozhou; Li, Chenxuan; Hays, Megan; Tu, Qing; Dunbar, Kim; Xu, Jie; Ng, Tse Nga; Fang, Lei; Materials horizons 10 (2023) 4354–4364; doi:10.1039/d3mh00883e

data_1569528
_publ_section_title
;
 Synthesis and exceptional operational durability of polyaniline-inspired
 conductive ladder polymers.
;
_journal_issue                   10
_journal_name_full               'Materials horizons'
_journal_page_first              4354
_journal_page_last               4364
_journal_paper_doi               10.1039/d3mh00883e
_journal_volume                  10
_journal_year                    2023
_chemical_formula_moiety         'Br, 2(C26 H24 N O2), 3.8(C H2 Cl2)'
_chemical_formula_sum            'C55.8 H55.6 Br Cl7.6 N2 O4'
_chemical_formula_weight         1167.55
_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   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2023-02-02
_audit_creation_method
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_audit_update_record
;
2023-06-09 deposited with the CCDC.	2023-07-05 downloaded from the CCDC.
;
_cell_angle_alpha                91.925(2)
_cell_angle_beta                 92.264(2)
_cell_angle_gamma                116.0580(10)
_cell_formula_units_Z            2
_cell_length_a                   13.0055(5)
_cell_length_b                   13.0942(5)
_cell_length_c                   18.4103(7)
_cell_measurement_reflns_used    9878
_cell_measurement_temperature    110.00
_cell_measurement_theta_max      70.062
_cell_measurement_theta_min      2.405
_cell_volume                     2809.78(19)
_computing_cell_refinement       'SAINT V8.38A (Bruker, 2018)'
_computing_data_collection       'APEX 4 (Bruker, 2022)'
_computing_data_reduction        'SAINT V8.38A (Bruker, 2018)'
_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  (Sheldrick, 2015)'
_diffrn_ambient_temperature      110.00
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker Venture (PHOTON III)'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0502
_diffrn_reflns_av_unetI/netI     0.0260
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            89991
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         70.153
_diffrn_reflns_theta_min         2.406
_diffrn_source                   'Bruker Venture Cu-IuS'
_diffrn_source_current           1.0
_diffrn_source_power             0.05
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    4.686
_exptl_absorpt_correction_T_max  0.3508
_exptl_absorpt_correction_T_min  0.1360
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1163 before and 0.0653 after correction.
The Ratio of minimum to maximum transmission is 0.3877.
The \l/2 correction factor is Not present.
;
_exptl_crystal_colour            brown
_exptl_crystal_colour_primary    brown
_exptl_crystal_density_diffrn    1.380
_exptl_crystal_description       block
_exptl_crystal_F_000             1201
_exptl_crystal_size_max          0.445
_exptl_crystal_size_mid          0.192
_exptl_crystal_size_min          0.107
_refine_diff_density_max         2.025
_refine_diff_density_min         -0.750
_refine_diff_density_rms         0.108
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     725
_refine_ls_number_reflns         10644
_refine_ls_number_restraints     93
_refine_ls_restrained_S_all      1.034
_refine_ls_R_factor_all          0.0535
_refine_ls_R_factor_gt           0.0523
_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^)+(0.0773P)^2^+4.9363P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1409
_refine_ls_wR_factor_ref         0.1420
_reflns_Friedel_coverage         0.000
_reflns_number_gt                10245
_reflns_number_total             10644
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d3mh00883e2.cif
_cod_data_source_block           lf_ml2116
_cod_depositor_comments
'Adding full bibliography for 1569527--1569529.cif.'
_cod_original_formula_sum        'C55.80 H55.60 Br Cl7.60 N2 O4'
_cod_database_code               1569528
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.634
_shelx_estimated_absorpt_t_min   0.230
_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
 Cl2-Cl3
 2.916 with sigma of 0.03
 Cl2-C1A = Cl3-C1A
 1.771 with sigma of 0.01
 Cl1-Cl4
 2.916 with sigma of 0.03
 Cl1-C1C = Cl4-C1C
 1.771 with sigma of 0.01
3. Uiso/Uaniso restraints and constraints
Cl4T \\sim Cl5T \\sim C6T: within 2A with sigma of 0.01 and sigma for terminal
atoms of 0.02 within 2A
Cl2 \\sim Cl3 \\sim C1A: within 2A with sigma of 0.005 and sigma for terminal
atoms of 0.01 within 2A
Cl1 \\sim Cl4 \\sim C1C: within 2A with sigma of 0.005 and sigma for terminal
atoms of 0.01 within 2A
Uanis(Cl5T) = Uanis(Cl5S)
Uanis(Cl2M) = Uanis(Cl10)
Uanis(C12M) = Uanis(C12S)
4. Rigid body (RIGU) restrains
 Cl4T, Cl5T, C6T
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 Cl2, Cl3, C1A
 with sigma for 1-2 distances of 0.005 and sigma for 1-3 distances of 0.005
 Cl1, Cl4, C1C
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5. Same fragment restrains
{Cl1S, Cl2S, C3S} sigma for 1-2: 0.02, 1-3: 0.04
as in
{Cl4S, Cl5S, C6S}
{Cl1S, Cl2S, C3S} sigma for 1-2: 0.02, 1-3: 0.04
as in
{Cl10, Cl11, C12S}
{Cl1S, Cl2S, C3S} sigma for 1-2: 0.02, 1-3: 0.04
as in
{Cl1M, Cl2M, C12M}
{Cl1S, Cl2S, C3S} sigma for 1-2: 0.02, 1-3: 0.04
as in
{Cl4T, Cl5T, C6T}
6. Others
 Sof(Cl4T)=Sof(Cl5T)=Sof(C6T)=Sof(H6TA)=Sof(H6TB)=1-FVAR(1)
 Sof(Cl4S)=Sof(Cl5S)=Sof(C6S)=Sof(H6SA)=Sof(H6SB)=FVAR(1)
 Sof(Cl1M)=Sof(Cl2M)=Sof(C12M)=Sof(H12I)=Sof(H12J)=1-FVAR(2)
 Sof(Cl10)=Sof(Cl11)=Sof(C12S)=Sof(H12G)=Sof(H12H)=FVAR(2)
 Fixed Sof: Cl1S(0.84) Cl2S(0.84) C3S(0.84) H3SA(0.84) H3SB(0.84) Cl7S(0.81)
 Cl8S(0.81) C9S(0.81) H9SA(0.81) H9SB(0.81) Cl1(0.08) Cl4(0.08) C1C(0.08)
 H1CA(0.08) H1CB(0.08) Cl2(0.07) Cl3(0.07) C1A(0.07) H1AA(0.07) H1AB(0.07)
7.a Free rotating group:
 Cl1(Cl4,C1C), Cl2(Cl3,C1A,Cl4T,Cl5T,C6T)
7.b Secondary CH2 refined with riding coordinates:
 C3S(H3SA,H3SB), C6S(H6SA,H6SB), C9S(H9SA,H9SB), C12S(H12G,H12H), C1C(H1CA,
 H1CB), C12M(H12I,H12J), C1A(H1AA,H1AB), C6T(H6TA,H6TB)
7.c Aromatic/amide H refined with riding coordinates:
 N1(H1), C1(H1A), C7(H7), C10(H10), C14(H14), C15(H15), C17(H17), C18(H18),
 C21(H21), C22(H22), C24(H24), C25(H25), N1B(H1B), C1B(H1BA), C7B(H7B),
 C10B(H10B), C14B(H14B), C15B(H15B), C17B(H17B), C18B(H18B), C21B(H21B),
 C22B(H22B), C24B(H24B), C25B(H25B)
7.d Idealised Me refined as rotating group:
 C11(H11A,H11B,H11C), C12(H12A,H12B,H12C), C19(H19A,H19B,H19C), C26(H26A,H26B,
 H26C), C11B(H11D,H11E,H11F), C12B(H12D,H12E,H12F), C19B(H19D,H19E,H19F),
 C26B(H26D,H26E,H26F)
;
_shelx_res_checksum              22885
_olex2_submission_original_sample_id LFB_ML_230201_V_2116
_olex2_submission_special_instructions 'No special instructions were received'