Thermosalient effect of two polymorphs of a diketopyrrolopyrrole dye with different crystal systems and molecular arrangements
So, Hee-Soo; Minami, Takaya; Jindo, Takumi; Matsumoto, Shinya; CrystEngComm 20 (2018) 5317–; doi:10.1039/C8CE00940F

data_7231175
_publ_section_title
;
 Thermosalient effect of two polymorphs of a diketopyrrolopyrrole dye with
 different crystal systems and molecular arrangements
;
_journal_issue                   36
_journal_name_full               CrystEngComm
_journal_page_first              5317
_journal_paper_doi               10.1039/C8CE00940F
_journal_volume                  20
_journal_year                    2018
_chemical_formula_moiety         'C24 H22 Cl2 N2 O2'
_chemical_formula_sum            'C24 H22 Cl2 N2 O2'
_chemical_formula_weight         441.33
_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
_audit_creation_date             2018-07-03
_audit_creation_method
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_audit_update_record
;
2018-07-10 deposited with the CCDC.
2018-07-13 downloaded from the CCDC.
;
_cell_angle_alpha                89.585(2)
_cell_angle_beta                 69.561(2)
_cell_angle_gamma                67.774(2)
_cell_formula_units_Z            2
_cell_length_a                   9.7334(2)
_cell_length_b                   9.9244(2)
_cell_length_c                   12.4910(3)
_cell_measurement_reflns_used    5949
_cell_measurement_temperature    223
_cell_measurement_theta_max      73.8730
_cell_measurement_theta_min      3.8030
_cell_volume                     1035.74(5)
_computing_cell_refinement       'CrysAlisPro 1.171.39.20a (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.39.20a (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.20a (Rigaku OD, 2015)'
_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      223
_diffrn_detector                 'CCD plate'
_diffrn_measured_fraction_theta_full 0.981
_diffrn_measured_fraction_theta_max 0.981
_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     -4.00  22.00   0.50    0.50    --  -12.20  68.00  93.00   52
  2  \w    -64.00 -39.00   0.50    0.50    --  -12.20 -68.00 -39.00   50
  3  \w    -35.00   0.00   0.50    0.50    --   12.20 -68.00 -39.00   70
  4  \w     74.00 109.00   0.50    1.25    --  103.70  68.00  93.00   70
  5  \w    118.00 144.00   0.50    1.25    --  103.70  68.00  93.00   52
  6  \w     40.00 114.00   0.50    1.25    --  103.70 -68.00 -39.00  148
  7  \w    -96.00  14.00   0.50    0.50    --  -12.20 -57.00-180.00  220
  8  \w    -97.00  16.00   0.50    0.50    --  -12.20 -57.00  30.00  226
  9  \w    -51.00  77.00   0.50    0.50    --  -12.20  77.00 -60.00  256
 10  \w     63.00  88.00   0.50    0.50    --   12.20  57.00  60.00   50
 11  \w     51.00  84.00   0.50    0.50    --   12.20  77.00 -90.00   66
 12  \w     -2.00  38.00   0.50    0.50    --   12.20  68.00  93.00   80
 13  \w    -10.00  27.00   0.50    0.50    --   12.20  77.00 -90.00   74
 14  \w     14.00 192.00   0.50    1.25    --  103.70 -15.00-180.00  356
 15  \w     97.00 123.00   0.50    1.25    --  103.70 -82.00   0.00   52
 16  \w     92.00 118.00   0.50    1.25    --  103.70 -61.00 120.00   52
 17  \w     95.00 193.00   0.50    1.25    --  103.70  45.00  60.00  196
 18  \w     31.00 145.00   0.50    1.25    --  103.70 -82.00 -30.00  228
 19  \w     80.00 143.00   0.50    1.25    --  103.70 -82.00 120.00  126
 20  \w     35.00 145.00   0.50    1.25    --  103.70 -82.00 -90.00  220
 21  \w     19.00 140.00   0.50    1.25    --  103.70 -82.00-180.00  242
 22  \w     18.00 142.00   0.50    1.25    --  103.70 -82.00  60.00  248
 23  \w     15.00  73.00   0.50    1.25    --  103.70 -82.00 120.00  116
 24  \w    166.00 192.00   0.50    1.25    --  103.70  61.00 -90.00   52
 25  \w     99.00 137.00   0.50    1.25    --  103.70  61.00 -90.00   76
 26  \w     73.00  98.00   0.50    1.25    --  103.70 -61.00-180.00   50
 27  \w     58.00 152.00   0.50    1.25    --  103.70  30.00  30.00  188
 28  \w     17.00  42.00   0.50    1.25    --  103.70 -61.00 120.00   50
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Pro: Kappa dual home/near'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0413690000
_diffrn_orient_matrix_UB_12      0.1265930000
_diffrn_orient_matrix_UB_13      0.0918857000
_diffrn_orient_matrix_UB_21      0.1216129000
_diffrn_orient_matrix_UB_22      -0.1048179000
_diffrn_orient_matrix_UB_23      0.0470161000
_diffrn_orient_matrix_UB_31      0.1322708000
_diffrn_orient_matrix_UB_32      0.0412498000
_diffrn_orient_matrix_UB_33      -0.0838849000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0274
_diffrn_reflns_av_unetI/netI     0.0321
_diffrn_reflns_Laue_measured_fraction_full 0.981
_diffrn_reflns_Laue_measured_fraction_max 0.981
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            9651
_diffrn_reflns_point_group_measured_fraction_full 0.981
_diffrn_reflns_point_group_measured_fraction_max 0.981
_diffrn_reflns_theta_full        66.480
_diffrn_reflns_theta_max         66.480
_diffrn_reflns_theta_min         3.816
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    3.014
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.64365
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.20a (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.415
_exptl_crystal_description       plate
_exptl_crystal_F_000             460
_exptl_crystal_size_max          0.294
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.055
_refine_diff_density_max         0.439
_refine_diff_density_min         -0.250
_refine_diff_density_rms         0.053
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     293
_refine_ls_number_reflns         3580
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.059
_refine_ls_R_factor_all          0.0450
_refine_ls_R_factor_gt           0.0417
_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^)+(0.0690P)^2^+0.3150P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1185
_refine_ls_wR_factor_ref         0.1215
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3182
_reflns_number_total             3580
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c8ce00940f2.cif
_cod_data_source_block           pr3_1_2(-50)_0707
_cod_depositor_comments
'Adding full bibliography for 7231174--7231175.cif.'
_cod_original_cell_volume        1035.74(4)
_cod_database_code               7231175
_shelx_shelxl_version_number     2014/7
_chemical_oxdiff_formula         C24H22Cl2N2O2
_reflns_odcompleteness_completeness 99.36
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     68.13
_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
 At 1.5 times of:
  All C(H,H,H) groups
2. Others
 Sof(C11B)=Sof(H11C)=Sof(H11D)=Sof(C12B)=Sof(H12D)=Sof(H12E)=Sof(H12F)=1-FVAR(1)
 Sof(C11A)=Sof(H11A)=Sof(H11B)=Sof(C12A)=Sof(H12A)=Sof(H12B)=Sof(H12C)=FVAR(1)
 Fixed Sof: H10A(0.75) H10B(0.75) H10C(0.25) H10D(0.25)
3.a Secondary CH2 refined with riding coordinates:
 C10(H10A,H10B), C10(H10C,H10D), C22(H22A,H22B), C23(H23A,H23B), C11A(H11A,
 H11B), C11B(H11C,H11D)
3.b Aromatic/amide H refined with riding coordinates:
 C5(H5), C17(H17), C6(H6), C21(H21), C18(H18), C9(H9), C8(H8), C20(H20)
3.c Idealised Me refined as rotating group:
 C24(H24A,H24B,H24C), C12A(H12A,H12B,H12C), C12B(H12D,H12E,H12F)
;
_shelx_res_checksum              92993
_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 1.441
_oxdiff_exptl_absorpt_empirical_full_min 0.790