Effects of diphenyl-vinyl-substituted diketopyrrolopyrrole isomers on stacking and luminescence.
Wang, Ruixin; Yang, Puxi; Chen, Huizhi; Lan, Songming; Li, Haoyu; Fan, Wei; Gao, Guangpeng; Li, Xiaofang; RSC advances 15 (2025) 23681–23686; doi:10.1039/d5ra03935e

data_7250769
_publ_section_title
;
 Effects of diphenyl-vinyl-substituted diketopyrrolopyrrole isomers on
 stacking and luminescence.
;
_journal_issue                   29
_journal_name_full               'RSC advances'
_journal_page_first              23681
_journal_page_last               23686
_journal_paper_doi               10.1039/d5ra03935e
_journal_volume                  15
_journal_year                    2025
_chemical_formula_moiety         'C42 H40 N2 O2'
_chemical_formula_sum            'C42 H40 N2 O2'
_chemical_formula_weight         604.76
_chemical_name_common            C4-4DP
_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'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2024-03-21
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2025-02-15 deposited with the CCDC.	2025-07-03 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 92.8030(10)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   7.51090(10)
_cell_length_b                   33.5396(4)
_cell_length_c                   25.1881(3)
_cell_measurement_temperature    100(2)
_cell_volume                     6337.61(14)
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_diffrn_ambient_temperature      100.15
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.960
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0378
_diffrn_reflns_av_unetI/netI     0.0354
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.960
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       42
_diffrn_reflns_limit_k_min       -41
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_number            47510
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.960
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.787
_diffrn_reflns_theta_min         2.195
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.600
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.37020
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            'clear dark violet'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    violet
_exptl_crystal_density_diffrn    1.268
_exptl_crystal_description       needle
_exptl_crystal_F_000             2576
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: DCM/MeOH'
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.522
_refine_diff_density_min         -0.288
_refine_diff_density_rms         0.056
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     833
_refine_ls_number_reflns         12856
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.040
_refine_ls_R_factor_all          0.0574
_refine_ls_R_factor_gt           0.0466
_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^)+(0.0856P)^2^+1.3027P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1298
_refine_ls_wR_factor_ref         0.1382
_reflns_Friedel_coverage         0.000
_reflns_number_gt                10356
_reflns_number_total             12856
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5ra03935e2.cif
_cod_data_source_block           c4-4dp-dpp_auto
_cod_database_code               7250769
_shelx_shelxl_version_number     2018/1
_shelx_estimated_absorpt_t_max   0.915
_shelx_estimated_absorpt_t_min   0.817
_olex2_refinement_description
;
1. Others
 Fixed Uiso: H56(0.019) H1(0.021) H21(0.02) H63(0.02) H13(0.02) H64(0.019)
 H43(0.021) H53(0.022) H30(0.021) H76(0.022) H11(0.022) H25(0.021) H24(0.022)
 H5(0.021) H72(0.021) H55(0.02) H9(0.022) H44(0.023) H12(0.022) H31(0.023)
 H22(0.021) H35A(0.02) H35B(0.02) H8(0.022) H77A(0.02) H77B(0.02) H47(0.022)
 H39A(0.02) H39B(0.02) H66(0.024) H81A(0.021) H81B(0.021) H73(0.024) H34(0.022)
 H14(0.021) H4(0.023) H54(0.022) H2(0.024) H33(0.024) H70(0.025) H67(0.024)
 H50(0.023) H27(0.023) H32(0.024) H3(0.024) H69(0.025) H45(0.024) H74(0.025)
 H51(0.024) H41A(0.025) H41B(0.025) H40A(0.023) H40B(0.023) H82A(0.023)
 H82B(0.023) H28(0.023) H78A(0.024) H78B(0.024) H75(0.024) H36A(0.023)
 H36B(0.023) H46(0.024) H79A(0.026) H79B(0.026) H37A(0.026) H37B(0.026)
 H83A(0.026) H83B(0.026) H84A(0.043) H84B(0.043) H84C(0.043) H80A(0.044)
 H80B(0.044) H80C(0.044) H42A(0.056) H42B(0.056) H42C(0.056) H38A(0.062)
 H38B(0.062) H38C(0.062)
 Fixed X: H56(0.452241) H1(1.282768) H21(0.605284) H63(-0.005915) H13(0.92631)
 H64(0.131834) H43(0.793509) H53(0.499358) H30(0.144988) H76(-0.08988)
 H11(0.971723) H25(0.365958) H24(0.470375) H5(1.047119) H72(-0.363063)
 H55(0.319527) H9(1.014318) H44(0.88221) H12(1.066377) H31(0.053855)
 H22(0.521567) H35A(0.627805) H35B(0.549173) H8(1.106377) H77A(0.445114)
 H77B(0.528539) H47(0.496999) H39A(0.906203) H39B(0.818846) H66(-0.063264)
 H81A(-0.076655) H81B(0.011071) H73(-0.457774) H34(0.361653) H14(0.838994)
 H4(1.129165) H54(0.600418) H2(1.368561) H33(0.279778) H70(0.034338) H67(-
 0.173935) H50(0.51639) H27(0.310534) H32(0.12753) H3(1.287385) H69(-0.085883)
 H45(0.775259) H74(-0.362028) H51(0.407494) H41A(0.778121) H41B(0.57674)
 H40A(0.643289) H40B(0.529412) H82A(0.217979) H82B(0.263108) H28(0.415679)
 H78A(0.233697) H78B(0.191542) H75(-0.180261) H36A(0.821291) H36B(0.924163)
 H46(0.586707) H79A(0.461357) H79B(0.289636) H37A(0.887658) H37B(0.680662)
 H83A(0.164561) H83B(-0.003073) H84A(0.031454) H84B(-0.137657) H84C(-0.094838)
 H80A(0.583324) H80B(0.410008) H80C(0.541665) H42A(0.603873) H42B(0.677493)
 H42C(0.475083) H38A(0.96286) H38B(0.756304) H38C(0.830718)
 Fixed Y: H56(0.912876) H1(0.63574) H21(0.58861) H63(0.837788) H13(0.584447)
 H64(0.915325) H43(0.882686) H53(0.910218) H30(0.612441) H76(0.969665)
 H11(0.65957) H25(0.601165) H24(0.591435) H5(0.527149) H72(0.865883)
 H55(0.834932) H9(0.541187) H44(0.875633) H12(0.649007) H31(0.619692)
 H22(0.667476) H35A(0.706012) H35B(0.728357) H8(0.53037) H77A(0.984115)
 H77B(0.960873) H47(0.782026) H39A(0.524907) H39B(0.546537) H66(0.840212)
 H81A(0.789246) H81B(0.765965) H73(0.872551) H34(0.723079) H14(0.663044)
 H4(0.519463) H54(0.89983) H2(0.627653) H33(0.729323) H70(0.958516)
 H67(0.850586) H50(0.781097) H27(0.719383) H32(0.677334) H3(0.570114)
 H69(0.969037) H45(0.822382) H74(0.926722) H51(0.791726) H41A(0.467496)
 H41B(0.454518) H40A(0.494327) H40B(0.522968) H82A(0.782601) H82B(0.750455)
 H28(0.709633) H78A(0.968797) H78B(1.000487) H75(0.975793) H36A(0.75611)
 H36B(0.727138) H46(0.774892) H79A(1.036341) H79B(1.039663) H37A(0.796083)
 H37B(0.786204) H83A(0.71246) H83B(0.713946) H84A(0.762917) H84B(0.763229)
 H84C(0.724566) H80A(0.987236) H80B(0.989329) H80C(1.026775) H42A(0.472724)
 H42B(0.51575) H42C(0.503925) H38A(0.746961) H38B(0.736469) H38C(0.779049)
 Fixed Z: H56(0.379106) H1(1.117479) H21(0.609821) H63(0.121504) H13(0.864922)
 H64(0.124212) H43(0.615496) H53(0.465226) H30(0.385058) H76(-0.121125)
 H11(0.967683) H25(0.446145) H24(0.533082) H5(1.116777) H72(-0.112797)
 H55(0.374977) H9(0.938641) H44(0.704995) H12(1.055345) H31(0.295784)
 H22(0.634596) H35A(0.86412) H35B(0.811999) H8(1.027062) H77A(0.27113)
 H77B(0.321937) H47(0.623435) H39A(0.686593) H39B(0.635074) H66(0.03614)
 H81A(0.17852) H81B(0.228696) H73(-0.201912) H34(0.384296) H14(0.890439)
 H4(1.206853) H54(0.552469) H2(1.206995) H33(0.294077) H70(0.051315) H67(-
 0.04987) H50(0.535182) H27(0.474402) H32(0.249279) H3(1.252458) H69(-0.034164)
 H45(0.754484) H74(-0.251748) H51(0.448584) H41A(0.625506) H41B(0.634276)
 H40A(0.705115) H40B(0.66569) H82A(0.138862) H82B(0.184488) H28(0.561658)
 H78A(0.36017) H78B(0.313766) H75(-0.210705) H36A(0.795576) H36B(0.837111)
 H46(0.71302) H79A(0.347924) H79B(0.382799) H37A(0.866905) H37B(0.871787)
 H83A(0.114144) H83B(0.150854) H84A(0.059017) H84B(0.095276) H84C(0.060921)
 H80A(0.406274) H80B(0.440684) H80C(0.438997) H42A(0.545008) H42B(0.562622)
 H42C(0.572101) H38A(0.931797) H38B(0.936326) H38C(0.955602)
;
_shelx_res_checksum              15253
_olex2_submission_special_instructions 'No special instructions were received'