Templated Synthesis of End-Functionalized Graphene Nanoribbons through Living Ring-Opening Alkyne Metathesis Polymerization.
von Kugelgen, Stephen; Piskun, Ilya; Griffin, James H.; Eckdahl, Christopher T.; Jarenwattananon, Nanette N.; Fischer, Felix R.; Journal of the American Chemical Society 141 (2019) 11050–11058; doi:10.1021/jacs.9b01805

data_4127401
_publ_section_title
;
 Templated Synthesis of End-Functionalized Graphene Nanoribbons through
 Living Ring-Opening Alkyne Metathesis Polymerization.
;
_journal_issue                   28
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              11050
_journal_page_last               11058
_journal_paper_doi               10.1021/jacs.9b01805
_journal_volume                  141
_journal_year                    2019
_chemical_formula_moiety         'C28 H16'
_chemical_formula_sum            'C28 H16'
_chemical_formula_weight         352.40
_chemical_name_common            SVK4_120
_chemical_name_systematic        SVK4_173
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_audit_creation_date             2018-02-28
_audit_creation_method
;
Olex2 1.2-ac3
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_cell_angle_alpha                87.836(3)
_cell_angle_beta                 86.477(3)
_cell_angle_gamma                89.047(4)
_cell_formula_units_Z            4
_cell_length_a                   5.5153(2)
_cell_length_b                   15.9898(7)
_cell_length_c                   20.1319(5)
_cell_measurement_reflns_used    8074
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      76.9120
_cell_measurement_theta_min      3.5000
_cell_volume                     1770.60(11)
_computing_cell_refinement       'CrysAlisPro 1.171.39.37b (Rigaku OD, 2017)'
_computing_data_collection       'CrysAlisPro 1.171.39.37b (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.37b (Rigaku OD, 2017)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            'Pilatus 200K'
_diffrn_measured_fraction_theta_full 0.977
_diffrn_measured_fraction_theta_max 0.955
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
--------------------------------------------------------------------------
  1  \w    -16.00  69.00   0.50    0.63    --    0.00  69.00 116.00  170
  2  \w     -6.00  64.00   0.50    0.63    --    0.00  38.00  30.00  140
  3  \w    123.00 165.00   0.50    2.52    --  102.14  69.00 116.00   84
  4  \w    152.00 177.00   0.50    2.52    --  102.14  45.00  90.00   50
  5  \w     97.00 176.00   0.50    2.52    --  102.14  15.00 -60.00  158
  6  \w     93.00 142.00   0.50    2.52    --  102.14  45.00  90.00   98
  7  \w     41.00 107.00   0.50    2.52    --  102.14 -30.00 150.00  132
  8  \w     46.00  97.00   0.50    2.52    --  102.14 -94.00  60.00  102
  9  \w     53.00 103.00   0.50    2.52    --  102.14 -94.00 -30.00  100
 10  \w     96.00 122.00   0.50    2.52    --  102.14-125.00-120.00   52
 11  \w     41.00  67.00   0.50    2.52    --  102.14-125.00-120.00   52
 12  \w     28.00 105.00   0.50    2.52    --  102.14-125.00-180.00  154
 13  \w     25.00 104.00   0.50    2.52    --  102.14 -30.00-120.00  158
 14  \w     46.00 110.00   0.50    2.52    --  102.14 -69.00 -15.00  128
 15  \w     27.00 109.00   0.50    2.52    --  102.14 -94.00-180.00  164
 16  \w      0.00  31.00   0.50    0.63    --    0.00 -99.00  60.00   62
 17  \w    -48.00 -18.00   0.50    0.63    --    0.00 -69.00 -15.00   60
 18  \w    -15.00  10.00   0.50    0.63    --    0.00 -99.00-150.00   50
 19  \w    -12.00  30.00   0.50    0.63    --    0.00 -99.00-180.00   84
 20  \w   -110.00 -67.00   0.50    2.52    -- -100.00  77.00 -60.00   86
 21  \w   -106.00 -36.00   0.50    2.52    -- -100.00  15.00 -90.00  140
 22  \w   -114.00 -34.00   0.50    2.52    -- -100.00 125.00 -60.00  160
 23  \w   -114.00 -31.00   0.50    2.52    -- -100.00  61.00 -60.00  166
 24  \w    -98.00 -73.00   0.50    2.52    -- -100.00  69.00 116.00   50
 25  \w   -108.00 -25.00   0.50    2.52    -- -100.00  45.00 120.00  166
 26  \w   -136.00-110.00   0.50    2.52    -- -100.00 -69.00 -15.00   52
 27  \w   -169.00-142.00   0.50    2.52    -- -100.00 -69.00 -15.00   54
 28  \w   -176.00 -96.00   0.50    2.52    -- -100.00 -30.00-150.00  160
 29  \w      8.00  34.00   0.50    0.63    --    0.00  77.00-150.00   52
 30  \w     91.00 116.00   0.50    2.52    --  102.14 -61.00 -60.00   50
 31  \w     79.00 122.00   0.50    2.52    --  102.14-125.00 -30.00   86
 32  \w     98.00 124.00   0.50    2.52    --  102.14  15.00-120.00   52
 33  \w    150.00 177.00   0.50    2.52    --  102.14  15.00-120.00   54
 34  \w     82.00 108.00   0.50    2.52    --  102.14 -94.00  30.00   52
 35  \w     35.00  75.00   0.50    2.52    --  102.14 -61.00 -60.00   80
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'ROD, Synergy Custom DW system, Pilatus 200K'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0210497000
_diffrn_orient_matrix_UB_12      -0.0849316000
_diffrn_orient_matrix_UB_13      0.0385055000
_diffrn_orient_matrix_UB_21      -0.2047885000
_diffrn_orient_matrix_UB_22      0.0362820000
_diffrn_orient_matrix_UB_23      0.0463727000
_diffrn_orient_matrix_UB_31      -0.1896141000
_diffrn_orient_matrix_UB_32      -0.0277148000
_diffrn_orient_matrix_UB_33      -0.0474650000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_unetI/netI     0.0253
_diffrn_reflns_Laue_measured_fraction_full 0.977
_diffrn_reflns_Laue_measured_fraction_max 0.955
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            10787
_diffrn_reflns_point_group_measured_fraction_full 0.977
_diffrn_reflns_point_group_measured_fraction_max 0.955
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.363
_diffrn_reflns_theta_min         3.471
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.571
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.95946
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.37b (Rigaku Oxford Diffraction, 2017)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.322
_exptl_crystal_description       block
_exptl_crystal_F_000             736
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.06
_refine_diff_density_max         0.175
_refine_diff_density_min         -0.212
_refine_diff_density_rms         0.043
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.076
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     506
_refine_ls_number_reflns         10787
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.076
_refine_ls_R_factor_all          0.0645
_refine_ls_R_factor_gt           0.0496
_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^)+(0.0791P)^2^+0.2768P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1378
_refine_ls_wR_factor_ref         0.1496
_reflns_Friedel_coverage         0.000
_reflns_number_gt                8482
_reflns_number_total             10787
_reflns_threshold_expression     'I > 2\s(I)'
_twin_special_details
;
Component 2 rotated by 179.9044\% 
 around [-0.00 1.00 -0.00] (reciprocal) or [-0.05 1.00 -0.03] (direct)
;
_cod_data_source_file            ja9b01805_si_002.cif
_cod_data_source_block           svk4_173
_cod_depositor_comments
;

2020-04-07
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_moiety     '2(C28 H16)'
_cod_original_formula_sum        'C56 H32'
_cod_original_formula_units_Z    2
_cod_original_formula_weight     704.81
_cod_database_code               4127401
_shelx_shelxl_version_number     2017/1
_chemical_oxdiff_formula         'C H'
_shelx_estimated_absorpt_t_max   0.967
_shelx_estimated_absorpt_t_min   0.885
_olex2_refinement_description
;
1. Twinned data refinement
 Scales: 0.4615(11)
 0.5385(11)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
3.a Aromatic/amide H refined with riding coordinates:
 C26(H26), C22(H22), C8(H8), C12(H12), C14(H14), C20(H20), C56(H56), C25(H25),
 C50(H50), C19(H19), C52(H52), C24(H24), C42(H42), C28(H28), C4(H4), C18(H18),
 C36(H36), C10(H10), C40(H40), C53(H53), C54(H54), C48(H48), C11(H11), C38(H38),
  C39(H39), C46(H46), C6(H6), C47(H47), C5(H5), C32(H32), C34(H34), C33(H33)
;
_shelx_res_checksum              33085
_shelx_hkl_checksum              45872
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.376
_oxdiff_exptl_absorpt_empirical_full_min 0.778
_oxdiff_twin_integration_method  simultaneous
_oxdiff_twin_items               2