Direct heteroarylation polymerization: guidelines for defect-free conjugated polymers
Bura, Thomas; Beaupré, Serge; Légaré, Marc-André; Quinn, Jesse; Rochette, Etienne; Blaskovits, J. Terence; Fontaine, Frédéric-Georges; Pron, Agnieszka; Li, Yuning; Leclerc, Mario; Chem. Sci. 8 (2017) 3913–; doi:10.1039/C7SC00589J

data_1545595
_publ_section_title
;
 Direct heteroarylation polymerization: guidelines for defect-free
 conjugated polymers
;
_journal_issue                   5
_journal_name_full               'Chem. Sci.'
_journal_page_first              3913
_journal_paper_doi               10.1039/C7SC00589J
_journal_volume                  8
_journal_year                    2017
_chemical_formula_moiety         'C39 H50.99 O3 P'
_chemical_formula_sum            'C39 H51 O3 P'
_chemical_formula_weight         598.76
_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
_audit_creation_date             2016-09-27
_audit_creation_method
;
Olex2 1.2
(compiled 2016.09.09 svn.r3337 for OlexSys, GUI svn.r5227)
;
_audit_update_record
;
2016-09-30 deposited with the CCDC.
2017-03-20 downloaded from the CCDC.
;
_cell_angle_alpha                101.403(2)
_cell_angle_beta                 109.481(2)
_cell_angle_gamma                104.921(2)
_cell_formula_units_Z            2
_cell_length_a                   10.8957(14)
_cell_length_b                   13.0496(16)
_cell_length_c                   13.9607(17)
_cell_measurement_reflns_used    5652
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      28.8688
_cell_measurement_theta_min      2.2024
_cell_volume                     1718.4(4)
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_diffrn_ambient_temperature      149.75
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'bruker SMART CCD'
_diffrn_measurement_method       \w
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0302
_diffrn_reflns_av_unetI/netI     0.0439
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            21019
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.664
_diffrn_reflns_theta_min         1.628
_diffrn_source                   'Sealed X-ray tube'
_exptl_absorpt_coefficient_mu    0.115
_exptl_absorpt_correction_T_max  0.7459
_exptl_absorpt_correction_T_min  0.6757
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.0486 before and 0.0398 after correction.
The Ratio of minimum to maximum transmission is 0.9059.
The \l/2 correction factor is 0.00150.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.157
_exptl_crystal_description       block
_exptl_crystal_F_000             648
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.4
_refine_diff_density_max         0.442
_refine_diff_density_min         -0.372
_refine_diff_density_rms         0.047
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     427
_refine_ls_number_reflns         9684
_refine_ls_number_restraints     24
_refine_ls_restrained_S_all      1.051
_refine_ls_R_factor_all          0.0761
_refine_ls_R_factor_gt           0.0542
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0648P)^2^+0.5264P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1362
_refine_ls_wR_factor_ref         0.1506
_reflns_Friedel_coverage         0.000
_reflns_number_gt                7182
_reflns_number_total             9684
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c7sc00589j2.cif
_cod_data_source_block           tb20160923_0m_a
_cod_depositor_comments
'Adding full bibliography for 1545595--1545596.cif.'
_cod_database_code               1545595
_shelx_estimated_absorpt_t_max   0.7459
_shelx_estimated_absorpt_t_min   0.6757
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups
2. Uiso/Uaniso restraints and constraints
C10B \\sim C10A: within 2A with sigma of 0.04 and sigma for terminal atoms of
0.08
C13A \\sim C13B: within 2A with sigma of 0.04 and sigma for terminal atoms of
0.08
C38B \\sim C38A: within 2A with sigma of 0.04 and sigma for terminal atoms of
0.08
C8B \\sim C8A: within 2A with sigma of 0.04 and sigma for terminal atoms of 0.08
3. Others
 Sof(H9BC)=Sof(H9BD)=Sof(C10B)=Sof(H10A)=Sof(H10B)=Sof(H11C)=Sof(H11D)=
 Sof(H12C)=Sof(H12D)=Sof(C13B)=Sof(H13C)=Sof(H13D)=1-FVAR(1)
 Sof(H8A)=Sof(H9AA)=Sof(H9AB)=Sof(C10A)=Sof(H10C)=Sof(H10D)=Sof(H11A)=
 Sof(H11B)=Sof(H12A)=Sof(H12B)=Sof(C13A)=Sof(H13A)=Sof(H13B)=FVAR(1)
 Sof(H37C)=Sof(H37D)=Sof(C38B)=Sof(H38A)=Sof(H38B)=Sof(H39C)=Sof(H39D)=1-FVAR(2)
 Sof(H37A)=Sof(H37B)=Sof(C38A)=Sof(H38C)=Sof(H38D)=Sof(H39A)=Sof(H39B)=FVAR(2)
 Sof(H7BC)=Sof(H7BD)=Sof(C8B)=Sof(H8B)=1-FVAR(3)
 Sof(H7AA)=Sof(H7AB)=Sof(C8A)=FVAR(3)
4.a Ternary CH refined with riding coordinates:
 C8B(H8B), C8A(H8A), C21(H21), C34(H34)
4.b Secondary CH2 refined with riding coordinates:
 C7(H7BC,H7BD), C7(H7AA,H7AB), C9(H9AA,H9AB), C9(H9BC,H9BD), C10B(H10A,H10B),
 C10A(H10C,H10D), C11(H11A,H11B), C11(H11C,H11D), C12(H12A,H12B), C12(H12C,
 H12D), C13A(H13A,H13B), C13B(H13C,H13D), C20(H20A,H20B), C22(H22A,H22B),
 C23(H23A,H23B), C24(H24A,H24B), C25(H25A,H25B), C26(H26A,H26B), C33(H33A,H33B),
  C35(H35A,H35B), C36(H36A,H36B), C37(H37A,H37B), C37(H37C,H37D), C38B(H38A,
 H38B), C38A(H38C,H38D), C39(H39A,H39B), C39(H39C,H39D)
4.c Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C15(H15), C16(H16), C17(H17), C18(H18),
 C28(H28), C29(H29), C30(H30), C31(H31)
;
_shelx_res_checksum              59790
_shelx_hkl_checksum              40787
_shelx_shelxl_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'