Naphthalene Diimide Ammonium Directed Single-Crystalline Perovskites with “Atypical” Ambipolar Charge Transport Signatures in Two-Dimensional Limit
Li, Xiaomin; Yang, Jin; Song, Ziyi; Chen, Ruiping; Ma, Lulu; Li, Haining; Jia, Jiong; Meng, Jiao; Li, Xuan; Yi, Mingdong; Sun, Xuan; ACS Applied Energy Materials 1 (2018) 4467–; doi:10.1021/acsaem.8b00988

data_4515266
_publ_section_title
;
 Naphthalene Diimide Ammonium Directed Single-Crystalline Perovskites with
 &#x201C;Atypical&#x201D; Ambipolar Charge Transport Signatures in
 Two-Dimensional Limit
;
_journal_issue                   9
_journal_name_full               'ACS Applied Energy Materials'
_journal_page_first              4467
_journal_paper_doi               10.1021/acsaem.8b00988
_journal_volume                  1
_journal_year                    2018
_chemical_formula_moiety
'I10 Pb3, C21 H22 N3 O4, C22 H25 N3 O4, C21 H18 N3 O4, C21 H23 N3 O4'
_chemical_formula_sum            'C85 H88 I10 N12 O16 Pb3'
_chemical_formula_weight         3424.24
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_date             2018-04-03
_audit_creation_method
;
Olex2 1.2
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5337)
;
_audit_update_record
;
????
;
_cell_angle_alpha                90
_cell_angle_beta                 106.930(4)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   12.882(4)
_cell_length_b                   61.295(15)
_cell_length_c                   16.037(4)
_cell_measurement_reflns_used    20731
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.7238
_cell_measurement_theta_min      2.0513
_cell_volume                     12114(6)
_computing_cell_refinement       'CrystalClear (Rigaku Inc., 2008)'
_computing_data_collection       'CrystalClear (Rigaku Inc., 2008)'
_computing_data_reduction        'CrystalClear (Rigaku Inc., 2008)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.859
_diffrn_measured_fraction_theta_max 0.870
_diffrn_measurement_device_type  'Bruker P4'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1099
_diffrn_reflns_av_unetI/netI     0.1176
_diffrn_reflns_Laue_measured_fraction_full 0.859
_diffrn_reflns_Laue_measured_fraction_max 0.870
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       73
_diffrn_reflns_limit_k_min       -73
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            47165
_diffrn_reflns_point_group_measured_fraction_full 0.859
_diffrn_reflns_point_group_measured_fraction_max 0.870
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.122
_diffrn_reflns_theta_min         2.121
_exptl_absorpt_coefficient_mu    6.762
_exptl_absorpt_correction_T_max  1
_exptl_absorpt_correction_T_min  0.6244
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            'clear light red'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.878
_exptl_crystal_description       prism
_exptl_crystal_F_000             6344
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.05
_platon_squeeze_details          'TITL 1 in P2(1)/n'
_refine_diff_density_max         1.631
_refine_diff_density_min         -1.867
_refine_diff_density_rms         0.244
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     689
_refine_ls_number_reflns         18834
_refine_ls_number_restraints     305
_refine_ls_restrained_S_all      1.045
_refine_ls_R_factor_all          0.1167
_refine_ls_R_factor_gt           0.0952
_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1381P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2633
_refine_ls_wR_factor_ref         0.2878
_reflns_Friedel_coverage         0.000
_reflns_number_gt                13103
_reflns_number_total             18834
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            ae8b00988_si_002.cif
_cod_data_source_block           1_sq_s
_cod_original_cell_volume        12114(5)
_cod_database_code               4515266
_shelxl_version_number           2013-4
_shelx_estimated_absorpt_t_max   0.729
_shelx_estimated_absorpt_t_min   0.133
_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, All O(H) groups
2. Restrained distances
 C4-N2
 1.4 with sigma of 0.01
 N2-C3
 1.4 with sigma of 0.01
 C4-C3
 2.35 with sigma of 0.01
 N2-O1
 2.35 with sigma of 0.01
 C36-N2
 2.35 with sigma of 0.01
 O1AA-N2
 2.35 with sigma of 0.01
 O65-C3AA
 1.25 with sigma of 0.01
 C63-O4AA
 1.25 with sigma of 0.01
 O65-N1AA
 2.35 with sigma of 0.01
 O4AA-N1AA
 2.35 with sigma of 0.01
 C302-C70
 1.35 with sigma of 0.01
 C70-C301
 1.35 with sigma of 0.01
 C302-C206
 1.35 with sigma of 0.01
 C206-C70
 2.35 with sigma of 0.01
 C302-C301
 2.35 with sigma of 0.01
 C1AA-C3AA
 2.35 with sigma of 0.01
 C1AA-C63
 2.35 with sigma of 0.01
 C69-C303
 1.35 with sigma of 0.01
 C205-C69
 1.35 with sigma of 0.01
 C202-C205
 1.35 with sigma of 0.01
 C205-C303
 2.35 with sigma of 0.01
 N1AA-C1AA
 1.45 with sigma of 0.01
 C4AA-C1AA
 1.55 with sigma of 0.01
 C4AA-N1AA
 2.35 with sigma of 0.01
 N1AA-C4AA
 2.35 with sigma of 0.01
 O65-C4AA
 3 with sigma of 0.02
3. Restrained planarity
 C70, C302, C206, C203, C204, C301
 with sigma of 0.01
 C3AA, N1AA, C63, C1AA
 with sigma of 0.001
4. Uiso/Uaniso restraints and constraints
C31 \\sim N11 \\sim C11 \\sim C12 \\sim C13 \\sim C14 \\sim C15 \\sim N12 \\sim
C16 \\sim C20 \\sim O12 \\sim C17 \\sim O11 \\sim C19 \\sim C18 \\sim C27 \\sim
C21 \\sim C24 \\sim C26 \\sim C22 \\sim C23 \\sim C25 \\sim C29 \\sim C28 \\sim
N13 \\sim O13 \\sim O14 \\sim C30: within 1.7A with sigma of 0.004 and sigma
for terminal atoms of 0.08
O1AA \\sim N31 \\sim C71 \\sim C72 \\sim C73 \\sim C74 \\sim C75 \\sim N32
\\sim C76 \\sim C80 \\sim O32 \\sim C77 \\sim O31 \\sim C79 \\sim C78 \\sim C87
\\sim C81 \\sim C84 \\sim C2AA \\sim C82 \\sim C8 \\sim C83 \\sim C3 \\sim C4
\\sim N2 \\sim O1 \\sim C0AA \\sim C36: within 1.7A with sigma of 0.004 and
sigma for terminal atoms of 0.08
C45 \\sim N21 \\sim C41 \\sim C42 \\sim C43 \\sim C44 \\sim N22 \\sim C46 \\sim
C50 \\sim O22 \\sim C47 \\sim O21 \\sim C49 \\sim C48 \\sim C57 \\sim C51 \\sim
C54 \\sim C56 \\sim C52 \\sim C53 \\sim C55 \\sim C59 \\sim C58 \\sim N23 \\sim
O23 \\sim O24 \\sim C5 \\sim C61 \\sim C62: within 1.7A with sigma of 0.004 and
sigma for terminal atoms of 0.08
C63 \\sim N41 \\sim C208 \\sim C209 \\sim C212 \\sim C213 \\sim C214 \\sim N42
\\sim C207 \\sim C210 \\sim O72 \\sim C206 \\sim O71 \\sim C202 \\sim C203
\\sim C302 \\sim C205 \\sim C204 \\sim C69 \\sim C301 \\sim C303 \\sim C3AA
\\sim N1AA \\sim O65 \\sim O4AA \\sim C1AA: within 1.7A with sigma of 0.002 and
sigma for terminal atoms of 0.08
5.a Riding coordinates:
 O72(H72)
5.b Secondary CH2 refined with riding coordinates:
 C14(H14A,H14B), C15(H15A,H15B), C30(H30A,H30B), C44(H44A,H44B), C45(H45A,
 H45B), C61(H61A,H61B), C74(H74A,H74B), C209(H20D,H20E), C214(H21G,H21H),
 C5(H5A,H5B), C0AA(H0AA,H0AB)
5.c Me refined with riding coordinates:
 C62(H62A,H62B,H62C), C71(H71A,H71B,H71C), C4AA(H4AA,H4AB,H4AC)
5.d Aromatic/amide H refined with riding coordinates:
 C21(H21), C22(H22), C26(H26), C27(H27), C51(H51), C52(H52), C56(H56),
 C57(H57), C2AA(H2AA), C87(H87), C81(H81), C82(H82), C205(H205), C69(H69),
 C302(H302), C70(H70), C1AA(H1AA)
5.e Fitted hexagon refined as free rotating group:
 C78(C84,C8,C2AA,C87,C77), C210(N42,C207,C206,C203,C202), C301(C204,C303,C63,
 N1AA,C3AA)
5.f Idealised Me refined as rotating group:
 C11(H11A,H11B,H11C), C12(H12A,H12B,H12C), C13(H13A,H13B,H13C), C31(H31A,H31B,
 H31C), C41(H41A,H41B,H41C), C42(H42A,H42B,H42C), C43(H43A,H43B,H43C), C73(H73A,
 H73B,H73C), C208(H20A,H20B,H20C), C212(H21A,H21B,H21C), C213(H21D,H21E,H21F),
 C36(H36A,H36B,H36C)
5.g Idealised tetrahedral OH refined as rotating group:
 O24(H24), O71(H71), O1AA(H1AB)
;
_shelx_res_checksum              47830
_shelx_hkl_checksum              46530
_shelx_fab_checksum              71461
_olex2_submission_special_instructions 'No special instructions were received'