Self-Exfoliated Guanidinium-Based Ionic Covalent Organic Nanosheets (iCONs).
Mitra, Shouvik; Kandambeth, Sharath; Biswal, Bishnu P.; Khayum M, Abdul; Choudhury, Chandan K.; Mehta, Mihir; Kaur, Gagandeep; Banerjee, Subhrashis; Prabhune, Asmita; Verma, Sandeep; Roy, Sudip; Kharul, Ulhas K.; Banerjee, Rahul; Journal of the American Chemical Society 138 (2016) 2823–2828; doi:10.1021/jacs.5b13533

data_4130070
_publ_section_title
;
 Self-Exfoliated Guanidinium-Based Ionic Covalent Organic Nanosheets
 (iCONs).
;
_journal_issue                   8
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              2823
_journal_page_last               2828
_journal_paper_doi               10.1021/jacs.5b13533
_journal_volume                  138
_journal_year                    2016
_chemical_formula_moiety         'C22 H21 N6 O3, Cl'
_chemical_formula_sum            'C22 H21 Cl N6 O3'
_chemical_formula_weight         452.90
_chemical_name_systematic        'GTA Monomer'
_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     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             2015-12-21
_audit_creation_method
;
  Olex2 1.2-ac2
  (compiled Nov  7 2012 10:34:12, GUI svn.r4372)
;
_cell_angle_alpha                88.133(4)
_cell_angle_beta                 78.480(5)
_cell_angle_gamma                84.582(4)
_cell_formula_units_Z            2
_cell_length_a                   8.8088(5)
_cell_length_b                   9.7607(5)
_cell_length_c                   13.1099(8)
_cell_measurement_reflns_used    2356
_cell_measurement_temperature    298
_cell_measurement_theta_max      26.5750
_cell_measurement_theta_min      3.1020
_cell_volume                     1099.44(11)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33c (release 11-04-2014 CrysAlis171 .NET)
(compiled Apr 11 2014,15:12:41)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33c (release 11-04-2014 CrysAlis171 .NET)
(compiled Apr 11 2014,15:12:41)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33c (release 11-04-2014 CrysAlis171 .NET)
(compiled Apr 11 2014,15:12:41)
;
_computing_molecular_graphics
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement
;
SHELXL, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_computing_structure_solution
;
SHELXS, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_diffrn_ambient_temperature      298
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.1640
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.9982
_diffrn_measured_fraction_theta_max 0.8589
_diffrn_measurement_details
;
  1 omega   13.00   44.00   1.0000   19.3850
omega____ theta____ kappa____ phi______ frames
    -      -19.9032   57.0000   90.0000 31

  2 omega   -8.00   47.00   1.0000   19.3850
omega____ theta____ kappa____ phi______ frames
    -      -19.9032   77.0000  -60.0000 55

  3 omega   -7.00   82.00   1.0000   19.3850
omega____ theta____ kappa____ phi______ frames
    -       19.9032   77.0000 -180.0000 89

  4 omega  -35.00   -3.00   1.0000   19.3850
omega____ theta____ kappa____ phi______ frames
    -      -19.9032  -77.0000  -30.0000 32

  5 omega  -51.00   52.00   1.0000   19.3850
omega____ theta____ kappa____ phi______ frames
    -       19.9032  -77.0000   60.0000 103

  6 omega  -20.00   59.00   1.0000   19.3850
omega____ theta____ kappa____ phi______ frames
    -       19.9032  -99.0000  -60.0000 79
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Eos'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      0.0751327000
_diffrn_orient_matrix_UB_12      -0.0084565000
_diffrn_orient_matrix_UB_13      -0.0321620000
_diffrn_orient_matrix_UB_21      -0.0290251000
_diffrn_orient_matrix_UB_22      0.0356783000
_diffrn_orient_matrix_UB_23      -0.0411102000
_diffrn_orient_matrix_UB_31      0.0179042000
_diffrn_orient_matrix_UB_32      0.0631258000
_diffrn_orient_matrix_UB_33      0.0180283000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0304
_diffrn_reflns_av_unetI/netI     0.0543
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            8192
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         28.98
_diffrn_reflns_theta_min         3.02
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.211
_exptl_absorpt_correction_T_max  0.959
_exptl_absorpt_correction_T_min  0.951
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33c (release 11-04-2014 CrysAlis171 .NET)
(compiled Apr 11 2014,15:12:41)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.368
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             472
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.496
_refine_diff_density_min         -0.219
_refine_diff_density_rms         0.048
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.073
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     292
_refine_ls_number_reflns         5015
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.073
_refine_ls_R_factor_all          0.0897
_refine_ls_R_factor_gt           0.0592
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0554P)^2^+0.3680P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1408
_refine_ls_wR_factor_ref         0.1631
_reflns_number_gt                3394
_reflns_number_total             5015
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja5b13533_si_003.cif
_cod_data_source_block           TG-Cl_Monomer
_cod_original_cell_volume        1099.44(10)
_cod_database_code               4130070
_chemical_oxdiff_formula         'C20 H15 N5 O5 Cl1'
_reflns_odcompleteness_completeness 99.82
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  H17 of C17, H20 of C20, H23 of C23, H10 of N10, H5 of C5, H22 of C22, H30
  of C30, H31 of C31, H28 of C28, H6 of C6, H29 of C29, H4 of C4, H21 of C21,
  H14 of C14, H3 of C3, H8 of C8, H15 of N15, H12 of N12
 At 1.5 times of:
  H32 of O32, H24 of O24, H25 of O25
2.a Aromatic/amide H refined with riding coordinates:
 N12(H12), N15(H15), C8(H8), C3(H3), C14(H14), N10(H10), C5(H5), C22(H22),
 C30(H30), C31(H31), C28(H28), C6(H6), C29(H29), C4(H4), C21(H21), C20(H20),
 C17(H17), C23(H23)
2.b Idealised tetrahedral OH refined as rotating group:
 O25(H25), O24(H24), O32(H32)
;