Gram-scale synthesis of two-dimensional polymer crystals and their structure analysis by X-ray diffraction
Max J. Kory; Michael Worle; Thomas Weber; Payam Payamyar; Stan W. van de Poll; Julia Dshemuchadse; Nils Trapp; Dieter Schluter; Nature Chemistry 6 (2014) 779–784; doi:10.1038/nchem.2007

data_1551375
_publ_section_title
;
 Gram-scale synthesis of two-dimensional polymer crystals and their
 structure analysis by X-ray diffraction
;
_journal_name_full               'Nature Chemistry'
_journal_page_first              779
_journal_page_last               784
_journal_paper_doi               10.1038/nchem.2007
_journal_volume                  6
_journal_year                    2014
_chemical_absolute_configuration unk
_chemical_formula_moiety         '1.5(C96 H48 N12 O12), 4(C6 H4.01 N2)'
_chemical_formula_sum            'C168 H88 N26 O18'
_chemical_formula_weight         2758.64
_chemical_name_systematic
poly(1,5,10-(1,8)trianthracena-2,4,5,8,9,11-hexaoxa-3,7(1,3,5)ditriazinabicyclo[3.3.3]undecaphane)
_space_group_crystal_system      trigonal
_space_group_IT_number           146
_space_group_name_Hall           'R 3'
_space_group_name_H-M_alt        'R 3 :H'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_formula_units_Z            3
_cell_length_a                   19.4976(6)
_cell_length_b                   19.4976(6)
_cell_length_c                   29.0508(16)
_cell_measurement_reflns_used    5284
_cell_measurement_temperature    99.99
_cell_measurement_theta_max      63.472
_cell_measurement_theta_min      3.027
_cell_volume                     9564.3(7)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'SAINT v7.68A (Bruker, 2009)'
_computing_molecular_graphics    OLEX2
_computing_publication_material  OLEX2
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      99.99
_diffrn_detector                 'Bruker APEX2 area detector'
_diffrn_detector_area_resol_mean 8.33
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 0.960
_diffrn_measured_fraction_theta_max 0.974
_diffrn_measurement_device       'kappa-stage diffractometer'
_diffrn_measurement_device_type  'D8 ApexII Dual Source with Cu-radiation'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_monochromator  'double mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0393
_diffrn_reflns_av_unetI/netI     0.0441
_diffrn_reflns_Laue_measured_fraction_full 0.960
_diffrn_reflns_Laue_measured_fraction_max 0.974
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       34
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_number            18657
_diffrn_reflns_point_group_measured_fraction_full 0.876
_diffrn_reflns_point_group_measured_fraction_max 0.889
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         67.002
_diffrn_reflns_theta_min         3.027
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms'
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.788
_exptl_absorpt_correction_T_max  0.7528
_exptl_absorpt_correction_T_min  0.5819
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2008/1 (Bruker,2008) was used for absorption correction.
wR2(int) was 0.0827 before and 0.0588 after correction.
The Ratio of minimum to maximum transmission is 0.7730.
The \l/2 correction factor is 0.0000.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.437
_exptl_crystal_density_meas      .
_exptl_crystal_description       prism
_exptl_crystal_F_000             4266
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.562
_refine_diff_density_min         -0.318
_refine_diff_density_rms         0.097
_refine_ls_abs_structure_details
;
 Flack x determined using 1822 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.17(15)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.165
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     580
_refine_ls_number_reflns         6751
_refine_ls_number_restraints     28
_refine_ls_restrained_S_all      1.163
_refine_ls_R_factor_all          0.1256
_refine_ls_R_factor_gt           0.0987
_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^)+(0.2000P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2715
_refine_ls_wR_factor_ref         0.3055
_reflns_Friedel_coverage         0.824
_reflns_Friedel_fraction_full    0.791
_reflns_Friedel_fraction_max     0.803
_reflns_number_gt                4672
_reflns_number_total             6751
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            nchem.2007-s4.cif
_cod_data_source_block           3
_cod_original_cell_volume        9564.2(8)
_cod_original_sg_symbol_H-M      'R 3'
_cod_database_code               1551375
_shelx_estimated_absorpt_t_max   0.940
_shelx_estimated_absorpt_t_min   0.925
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Shared sites
{N3, N3C}
{C17, C17C}
{C18, C18C}
{N19, C23C}
{C20, C20C}
{C21, C21C}
{C22, C22C}
{C23, N19C}
{N3A, N3D}
{C17A, C17D}
{C18A, C18D}
{N19A, C23D}
{C20A, C20D}
{C21A, C21D}
{C22A, C22D}
{C23A, N19D}
{N3B, N3E}
{C17B, C17E}
{C18B, C18E}
{N19B, C23E}
{C20B, C20E}
{C21B, C21E}
{C22B, C22E}
{C23B, N19E}
3. Restrained planarity
 N3A, C17A, C18A, N19A, C20A, C21A, C22A, C23A
 with sigma of 0.1
 N3A, C17A, C18A, N19A, C20A, C21A, C22A, C23A
 with sigma of 0.1
4. Uiso/Uaniso restraints and constraints
Uiso(C17B) = Uiso(C18B) = Uiso(N19B) = Uiso(C20B) = Uiso(C21B) = Uiso(C22B) =
Uiso(C23B) = Uiso(C17E) = Uiso(C18E) = Uiso(C23E) = Uiso(C20E) = Uiso(C21E) =
Uiso(C22E) = Uiso(N19E) = Uiso(N3B) = Uiso(N3E)
Uiso(N3) = Uiso(C17) = Uiso(C18) = Uiso(N19) = Uiso(C20) = Uiso(C21) =
Uiso(C22) = Uiso(C23) = Uiso(N3C) = Uiso(C17C) = Uiso(C18C) = Uiso(C23C) =
Uiso(C20C) = Uiso(C21C) = Uiso(C22C) = Uiso(N19C) = Uiso(N3A) = Uiso(C17A) =
Uiso(C18A) = Uiso(N19A) = Uiso(C20A) = Uiso(C21A) = Uiso(C22A) = Uiso(C23A) =
Uiso(N3D) = Uiso(C17D) = Uiso(C18D) = Uiso(C23D) = Uiso(C20D) = Uiso(C21D) =
Uiso(C22D) = Uiso(N19D)
5. Same fragment restrains
{N3B, C17B, C18B, N19B, C20B, C21B, C22B, C23B}
as
{N3, C17, C18, N19, C20, C21, C22, C23}
6. Others
 Sof(H21D)=0.505*(1-FVAR(2))
 Sof(N3A)=Sof(C17A)=Sof(C18A)=Sof(N19A)=Sof(C20A)=Sof(H20A)=Sof(C21A)=
 Sof(H21A)=Sof(C22A)=Sof(H22A)=Sof(C23A)=Sof(H23A)=Sof(N3D)=Sof(C17D)=Sof(C18D)=
 Sof(N19D)=Sof(C20D)=Sof(H20D)=Sof(C21D)=Sof(C22D)=Sof(H22D)=Sof(C23D)=
 Sof(H23D)=0.5*(1-FVAR(2))
 Sof(N3)=Sof(C17)=Sof(C18)=Sof(N19)=Sof(C20)=Sof(H20)=Sof(C21)=Sof(C22)=
 Sof(H22)=Sof(C23)=Sof(H23)=Sof(N3C)=Sof(C17C)=Sof(C18C)=Sof(N19C)=Sof(C20C)=
 Sof(H20C)=Sof(C21C)=Sof(H21C)=Sof(C22C)=Sof(H22C)=Sof(C23C)=Sof(H23C)=0.5*
 FVAR(2)
 Sof(H21)=0.505*FVAR(2)
 Fixed Sof: N3B(0.16667) C17B(0.16667) C18B(0.16667) N19B(0.16667)
 C20B(0.16667) H20B(0.16667) C21B(0.16667) H21B(0.16667) C22B(0.16667)
 H22B(0.16667) C23B(0.16667) H23B(0.16667) N3E(0.16667) C17E(0.16667)
 C18E(0.16667) N19E(0.16667) C20E(0.16667) H20E(0.16667) C21E(0.16667)
 H21E(0.16667) C22E(0.16667) H22E(0.16667) C23E(0.16667) H23E(0.16667)
7.a Ternary CH refined with riding coordinates:
 C6(H6), C6A(H6A), C13(H13), C13A(H13A)
7.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C2A(H2A), C3(H3), C3A(H3A), C4(H4), C4A(H4A), C8(H8), C8A(H8A),
 C9(H9), C9A(H9A), C10(H10), C10A(H10A), C2B(H2B), C3B(H3B), C4B(H4B), C6B(H6B),
  C8B(H8B), C9B(H9B), C10B(H10B), C13B(H13B), C20(H20), C21(H21), C22(H22),
 C23(H23), C20C(H20C), C21C(H21C), C22C(H22C), C23C(H23C), C20A(H20A),
 C21A(H21A), C22A(H22A), C23A(H23A), C20D(H20D), C21D(H21D), C22D(H22D),
 C23D(H23D), C20B(H20B), C21B(H21B), C22B(H22B), C23B(H23B), C20E(H20E),
 C21E(H21E), C22E(H22E), C23E(H23E)
7.c Fitted hexagon refined as free rotating group:
 C18(N19,C20,C21,C22,C23), C18A(N19A,C20A,C21A,C22A,C23A), C18B(N19B,C20B,C21B,
 C22B,C23B)
;
_shelx_res_checksum              14394
_shelx_hkl_checksum              20102