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_1551376
_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), 3(C6 H4 N2)'
_chemical_formula_sum            'C162 H84 N24 O18'
_chemical_formula_weight         2654.53
_chemical_name_systematic
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           144
_space_group_name_Hall           'P 31'
_space_group_name_H-M_alt        'P 31'
_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                   19.5973(5)
_cell_length_b                   19.5973(5)
_cell_length_c                   27.8613(10)
_cell_measurement_reflns_used    9668
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      74.670
_cell_measurement_theta_min      3.049
_cell_volume                     9266.7(5)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'SAINT v8.27A (Bruker, 2012)'
_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      100.0
_diffrn_detector                 'Bruker Photon 100 area detector'
_diffrn_detector_area_resol_mean 10.24
_diffrn_detector_type            'CMOS area detector'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device       'kappa-stage diffractometer'
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       '\w and \f 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  0.0755
_diffrn_reflns_av_unetI/netI     0.0617
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       34
_diffrn_reflns_limit_l_min       -34
_diffrn_reflns_number            121603
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         74.968
_diffrn_reflns_theta_min         2.603
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms'
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.785
_exptl_absorpt_correction_T_max  0.7538
_exptl_absorpt_correction_T_min  0.5967
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2012/1 (Bruker,2012) was used for absorption correction.
wR2(int) was 0.1182 before and 0.0966 after correction.
The Ratio of minimum to maximum transmission is 0.7916.
The \l/2 correction factor is 0.0015.
;
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.427
_exptl_crystal_density_meas      .
_exptl_crystal_description       prism
_exptl_crystal_F_000             4104
_exptl_crystal_preparation
;
irradiated for 48 h with a bluie LED tempered 
for 72 h at 60 deg. C and 120 deg. C for 12 h, followed by an 
irradiation for 10 h and tempering at
140 deg. C for 4 h and an irradiation for 4h
;
_exptl_crystal_recrystallization_method 'crystallized from o-cyanopyridine'
_exptl_crystal_size_max          0.235
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.927
_refine_diff_density_min         -0.565
_refine_diff_density_rms         0.126
_refine_ls_abs_structure_details
;
 Flack x determined using 8021 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.57(9)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.206
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1757
_refine_ls_number_reflns         25261
_refine_ls_number_restraints     3513
_refine_ls_restrained_S_all      1.138
_refine_ls_R_factor_all          0.1279
_refine_ls_R_factor_gt           0.1104
_refine_ls_shift/su_max          0.006
_refine_ls_shift/su_mean         0.001
_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          0.2835
_refine_ls_wR_factor_ref         0.3059
_reflns_Friedel_coverage         0.992
_reflns_Friedel_fraction_full    0.997
_reflns_Friedel_fraction_max     0.988
_reflns_number_gt                19378
_reflns_number_total             25261
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            nchem.2007-s5.cif
_cod_data_source_block           4
_cod_original_cell_volume        9266.7(6)
_cod_database_code               1551376
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Shared sites
{N72, N72A}
{C65, C65A}
{C66, C66A}
{N71, C71A}
{C70, C70A}
{C69, C69A}
{C68, C68A}
{C67, N67A}
{N64, N64A}
{C57, C57A}
{C58, C58A}
{N63, C63A}
{C62, C62A}
{C61, C61A}
{C60, C60A}
{C59, N59A}
{N56, N56A}
{C49, C49A}
{C50, C50A}
{N55, C55A}
{C54, C54A}
{C53, C53A}
{C52, C52A}
{C51, N51A}
3. Rigid bond restraints
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
4. Uiso/Uaniso restraints and constraints
All non-hydrogen atoms restrained to be isotropic: with sigma of 0.1 and sigma
for terminal atoms of 0.2
Uiso(N72) = Uiso(N72A)
Uiso(N71) = Uiso(C71A)
Uiso(N64) = Uiso(N64A)
Uiso(N63) = Uiso(C63A)
Uanis(N56) = Uanis(N56A)
Uanis(N55) = Uanis(C55A)
Uiso(C65) = Uiso(C65A)
Uiso(C66) = Uiso(C66A)
Uiso(C70) = Uiso(C70A)
Uiso(C69) = Uiso(C69A)
Uiso(C68) = Uiso(C68A)
Uiso(C67) = Uiso(N67A)
Uiso(C57) = Uiso(C57A)
Uiso(C58) = Uiso(C58A)
Uiso(C62) = Uiso(C62A)
Uiso(C61) = Uiso(C61A)
Uiso(C60) = Uiso(C60A)
Uiso(C59) = Uiso(N59A)
Uanis(C49) = Uanis(C49A)
Uanis(C50) = Uanis(C50A)
Uanis(C54) = Uanis(C54A)
Uanis(C53) = Uanis(C53A)
Uanis(C52) = Uanis(C52A)
Uanis(C51) = Uanis(N51A)
5. Rigid body (RIGU) restrains
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
6. Others
 Fixed Sof: N56(0.5) N55(0.5) C49(0.5) C50(0.5) C54(0.5) H54(0.5) C53(0.5)
 H53(0.5) C52(0.5) H52(0.5) C51(0.5) H51(0.5) N56A(0.5) N51A(0.5) C49A(0.5)
 C50A(0.5) C55A(0.5) H55A(0.5) C54A(0.5) H54A(0.5) C53A(0.5) H53A(0.5)
 C52A(0.5) H52A(0.5) N72(0.5) N71(0.5) C65(0.5) C66(0.5) C70(0.5) H70(0.5)
 C69(0.5) H69(0.5) C68(0.5) H68(0.5) C67(0.5) H67(0.5) N72A(0.5) N67A(0.5)
 C65A(0.5) C66A(0.5) C71A(0.5) H71A(0.5) C70A(0.5) H70A(0.5) C69A(0.5)
 H69A(0.5) C68A(0.5) H68A(0.5) N64(0.5) N63(0.5) C57(0.5) C58(0.5) C62(0.5)
 H62(0.5) C61(0.5) H61(0.5) C60(0.5) H60(0.5) C59(0.5) H59(0.5) N64A(0.5)
 N59A(0.5) C57A(0.5) C58A(0.5) C63A(0.5) H63A(0.5) C62A(0.5) H62A(0.5)
 C61A(0.5) H61A(0.5) C60A(0.5) H60A(0.5)
7.a Ternary CH refined with riding coordinates:
 C6(H6), C6A(H6A), C13(H13), C13A(H13A), C20(H20), C20A(H20A), C27(H27),
 C27A(H27A), C34(H34), C34A(H34A), C41(H41), C41A(H41A)
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), C16(H16), C16A(H16A), C17(H17),
 C17A(H17A), C18(H18), C18A(H18A), C22(H22), C22A(H22A), C23(H23), C23A(H23A),
 C24(H24), C24A(H24A), C30(H30), C30A(H30A), C31(H31), C31A(H31A), C32(H32),
 C32A(H32A), C36(H36), C36A(H36A), C37(H37), C37A(H37A), C38(H38), C38A(H38A),
 C2B(H2B), C3B(H3B), C4B(H4B), C6B(H6B), C8B(H8B), C9B(H9B), C10B(H10B),
 C13B(H13B), C16B(H16B), C17B(H17B), C18B(H18B), C20B(H20B), C22B(H22B),
 C23B(H23B), C24B(H24B), C27B(H27B), C30B(H30B), C31B(H31B), C32B(H32B),
 C34B(H34B), C36B(H36B), C37B(H37B), C38B(H38B), C41B(H41B), C54(H54), C53(H53),
  C52(H52), C51(H51), C55A(H55A), C54A(H54A), C53A(H53A), C52A(H52A), C70(H70),
 C69(H69), C68(H68), C67(H67), C71A(H71A), C70A(H70A), C69A(H69A), C68A(H68A),
 C62(H62), C61(H61), C60(H60), C59(H59), C63A(H63A), C62A(H62A), C61A(H61A),
 C60A(H60A)
;
_shelx_res_checksum              905
_shelx_hkl_checksum              62926