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_1545596
_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         'C38.93 H50.7 O3 P'
_chemical_formula_sum            'C39 H51 O3 P'
_chemical_formula_weight         598.76
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 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                90
_cell_angle_beta                 94.153(2)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   10.2109(13)
_cell_length_b                   18.659(2)
_cell_length_c                   35.308(4)
_cell_measurement_reflns_used    9803
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      29.7386
_cell_measurement_theta_min      2.2781
_cell_volume                     6709.4(14)
_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      149.55
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.999
_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  0.0337
_diffrn_reflns_av_unetI/netI     0.0295
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       49
_diffrn_reflns_limit_l_min       -49
_diffrn_reflns_number            81857
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.829
_diffrn_reflns_theta_min         1.235
_exptl_absorpt_coefficient_mu    0.118
_exptl_absorpt_correction_T_max  0.7460
_exptl_absorpt_correction_T_min  0.6788
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2014/4 (Bruker,2014/4) was used for absorption correction.
wR2(int) was 0.1202 before and 0.0412 after correction.
The Ratio of minimum to maximum transmission is 0.9099.
The \l/2 correction factor is 0.00150.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.186
_exptl_crystal_description       block
_exptl_crystal_F_000             2592
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.25
_refine_diff_density_max         0.876
_refine_diff_density_min         -0.391
_refine_diff_density_rms         0.053
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     835
_refine_ls_number_reflns         19234
_refine_ls_number_restraints     153
_refine_ls_restrained_S_all      1.027
_refine_ls_R_factor_all          0.0787
_refine_ls_R_factor_gt           0.0578
_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^)+(0.0663P)^2^+4.2501P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1415
_refine_ls_wR_factor_ref         0.1548
_reflns_Friedel_coverage         0.000
_reflns_number_gt                14710
_reflns_number_total             19234
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c7sc00589j2.cif
_cod_data_source_block           tb0909_a_a
_cod_depositor_comments
;
Adding full bibliography for 1545595--1545596.cif.

2019-07-12
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_sum            'C78 H102 O6 P2'
_cod_original_formula_weight         1197.53
_cod_original_formula_moiety         '2(C38.93 H50.7 O3 P)'
_cod_original_formula_units_Z            4
_cod_original_cell_volume        6709.2(14)
_cod_database_code               1545596
_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
C22 \\sim C22A \\sim C23A \\sim C23: within 2A with sigma of 0.04 and sigma for
terminal atoms of 0.08
C49A \\sim C49 \\sim C50A \\sim C50: within 2A with sigma of 0.04 and sigma for
terminal atoms of 0.08
C75A \\sim C75 \\sim C76 \\sim C76A: within 2A with sigma of 0.04 and sigma for
terminal atoms of 0.08
3. Rigid body (RIGU) restrains
 C21, C21, C22, C22A
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C21, C21, C23A, C23
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C22, C22A, C24, C24
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C23A, C23, C24, C24
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C22, C22A, C23A, C23
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C50A, C50, C51, C51
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C49A, C49, C51, C51
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C48, C48, C50A, C50
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C48, C48, C49A, C49
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C49A, C49, C50A, C50
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C75A, C75, C76A, C76A
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C74, C74, C75A, C75
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
4. Others
 Sof(H21C)=Sof(H21D)=Sof(C22A)=Sof(H22C)=Sof(H22D)=Sof(C23A)=Sof(H23A)=
 Sof(H23B)=Sof(H24C)=Sof(H24D)=1-FVAR(1)
 Sof(H21A)=Sof(H21B)=Sof(C22)=Sof(H22A)=Sof(H22B)=Sof(C23)=Sof(H23C)=Sof(H23D)=
 Sof(H24A)=Sof(H24B)=FVAR(1)
 Sof(H48A)=Sof(H48B)=Sof(C49A)=Sof(H49A)=Sof(H49B)=Sof(C50A)=Sof(H50A)=
 Sof(H50B)=Sof(H51A)=Sof(H51B)=1-FVAR(2)
 Sof(H48C)=Sof(H48D)=Sof(C49)=Sof(H49C)=Sof(H49D)=Sof(C50)=Sof(H50C)=Sof(H50D)=
 Sof(H51C)=Sof(H51D)=FVAR(2)
 Sof(H74C)=Sof(H74D)=Sof(C75A)=Sof(H75A)=Sof(H75B)=Sof(C76A)=Sof(H76C)=
 Sof(H76D)=Sof(H77C)=Sof(H77D)=1-FVAR(3)
 Sof(H74A)=Sof(H74B)=Sof(C75)=Sof(H75C)=Sof(H75D)=Sof(C76)=Sof(H76A)=Sof(H76B)=
 Sof(H77A)=Sof(H77B)=FVAR(3)
5.a Ternary CH refined with riding coordinates:
 C46(H46), C59(H59), C72(H72), C7(H7), C20(H20), C33(H33)
5.b Secondary CH2 refined with riding coordinates:
 C47(H47A,H47B), C48(H48A,H48B), C48(H48C,H48D), C49A(H49A,H49B), C49(H49C,
 H49D), C50A(H50A,H50B), C50(H50C,H50D), C51(H51A,H51B), C51(H51C,H51D),
 C52(H52A,H52B), C60(H60A,H60B), C61(H61A,H61B), C62(H62A,H62B), C63(H63A,H63B),
  C64(H64A,H64B), C65(H65A,H65B), C73(H73A,H73B), C74(H74C,H74D), C74(H74A,
 H74B), C75A(H75A,H75B), C75(H75C,H75D), C76(H76A,H76B), C76A(H76C,H76D),
 C77(H77A,H77B), C77(H77C,H77D), C78(H78A,H78B), C8(H8A,H8B), C9(H9A,H9B),
 C10(H10A,H10B), C11(H11A,H11B), C12(H12A,H12B), C13(H13A,H13B), C21(H21A,H21B),
  C21(H21C,H21D), C22(H22A,H22B), C22A(H22C,H22D), C23A(H23A,H23B), C23(H23C,
 H23D), C24(H24C,H24D), C24(H24A,H24B), C25(H25A,H25B), C26(H26A,H26B),
 C34(H34A,H34B), C35(H35A,H35B), C36(H36A,H36B), C37(H37A,H37B), C38(H38A,H38B),
  C39(H39A,H39B)
5.c Aromatic/amide H refined with riding coordinates:
 C41(H41), C42(H42), C43(H43), C44(H44), C54(H54), C55(H55), C56(H56),
 C57(H57), C67(H67), C68(H68), C69(H69), C70(H70), C3(H3), C4(H4), C5(H5),
 C6(H6), C15(H15), C16(H16), C17(H17), C18(H18), C28(H28), C29(H29), C30(H30),
 C31(H31)
;
_shelx_res_checksum              98353
_shelx_hkl_checksum              49012
_shelx_shelxl_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'