Design, synthesis, and characterization of pyridine-containing organic crystals with different substitution positions using solvothermal method
Wu, Jiasheng; Zou, Jiacheng; Zhuge, Xiangxue; Jia, Zhitai; Lin, Na; Yuan, Chunxue; CrystEngComm 23 (2021) 3152–3159; doi:10.1039/D1CE00165E

data_7242566
_publ_section_title
;
 Design, synthesis, and characterization of pyridine-containing organic
 crystals with different substitution positions using solvothermal method
;
_journal_issue                   17
_journal_name_full               CrystEngComm
_journal_page_first              3152
_journal_page_last               3159
_journal_paper_doi               10.1039/D1CE00165E
_journal_volume                  23
_journal_year                    2021
_chemical_formula_moiety         'C28 H24 N4'
_chemical_formula_sum            'C28 H24 N4'
_chemical_formula_weight         416.51
_chemical_name_common            PHZOP
_chemical_name_systematic
2,8-bis((E)-2-(pyridin-2-yl)vinyl)-5,6,11,12-tetrahydrodibenzo[b,f][1,5]diazocine
_space_group_crystal_system      monoclinic
_space_group_IT_number           9
_space_group_name_Hall           'C -2yc'
_space_group_name_H-M_alt        'C 1 c 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2020-05-23
_audit_creation_method
;
Olex2 1.3
(compiled 2020.02.04 svn.rd84adfe8 for OlexSys, GUI svn.r6032)
;
_audit_update_record
;
2020-07-13 deposited with the CCDC.	2021-03-29 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 101.043(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   4.8535(6)
_cell_length_b                   37.442(5)
_cell_length_c                   11.8808(10)
_cell_measurement_reflns_used    2089
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      73.5170
_cell_measurement_theta_min      4.4450
_cell_volume                     2119.1(4)
_computing_cell_refinement       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2684
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.971
_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    -65.00  33.00   1.00    1.50    --  -40.98  37.00 -90.00   98
  2  \w    -67.00  32.00   1.00    1.50    --  -40.98  57.00 120.00   99
  3  \w     56.00  93.00   1.00    1.50    --   40.98-125.00 -90.00   37
  4  \w     27.00  54.00   1.00    1.50    --   40.98-125.00-180.00   27
  5  \w    107.00 135.00   1.00    2.50    --  106.95 -61.00 -60.00   28
  6  \w     83.00 118.00   1.00    2.50    --  106.95-125.00  30.00   35
  7  \w     65.00 117.00   1.00    2.50    --  106.95 -30.00  30.00   52
  8  \w     89.00 178.00   1.00    2.50    --  106.95  45.00  90.00   89
  9  \w    105.00 162.00   1.00    2.50    --  106.95 125.00  30.00   57
 10  \w     79.00 123.00   1.00    2.50    --  106.95  61.00-180.00   44
 11  \w    145.00 172.00   1.00    2.50    --  106.95  61.00-180.00   27
 12  \w     54.00 167.00   1.00    2.50    --  106.95   0.00-120.00  113
 13  \w     42.00 121.00   1.00    2.50    --  106.95-125.00 -90.00   79
 14  \w     42.00  69.00   1.00    2.50    --  106.95-125.00  30.00   27
 15  \w     32.00 136.00   1.00    2.50    --  106.95 -77.00  90.00  104
 16  \w     38.00  49.00   1.00    2.50    --  106.95 -94.00 -60.00   11
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0694440000
_diffrn_orient_matrix_UB_12      -0.0368978000
_diffrn_orient_matrix_UB_13      -0.0449852000
_diffrn_orient_matrix_UB_21      0.2134404000
_diffrn_orient_matrix_UB_22      -0.0065584000
_diffrn_orient_matrix_UB_23      0.1119898000
_diffrn_orient_matrix_UB_31      -0.2330370000
_diffrn_orient_matrix_UB_32      -0.0169851000
_diffrn_orient_matrix_UB_33      0.0539162000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0761
_diffrn_reflns_av_unetI/netI     0.0823
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.971
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       37
_diffrn_reflns_limit_k_min       -43
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            5546
_diffrn_reflns_point_group_measured_fraction_full 0.716
_diffrn_reflns_point_group_measured_fraction_max 0.693
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.663
_diffrn_reflns_theta_min         2.360
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.609
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.25907
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.43f (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            Yellow
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.306
_exptl_crystal_description       prism
_exptl_crystal_F_000             880
_exptl_crystal_recrystallization_method 'Solvothermal Method'
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.261
_refine_diff_density_min         -0.332
_refine_diff_density_rms         0.073
_refine_ls_abs_structure_details
;
 Flack x determined using 546 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.3(10)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.021
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     309
_refine_ls_number_reflns         2947
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.021
_refine_ls_R_factor_all          0.0812
_refine_ls_R_factor_gt           0.0719
_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^)+(0.1316P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1877
_refine_ls_wR_factor_ref         0.2040
_reflns_Friedel_coverage         0.420
_reflns_Friedel_fraction_full    0.438
_reflns_Friedel_fraction_max     0.412
_reflns_number_gt                2531
_reflns_number_total             2947
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d1ce00165e2.cif
_cod_data_source_block           tbop_2
_cod_depositor_comments
'Adding full bibliography for 7242563--7242566.cif.'
_cod_original_cell_volume        2119.0(4)
_cod_database_code               7242566
_shelx_shelxl_version_number     2018/3
_reflns_odcompleteness_completeness 99.02
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C2(H2A), C3(H3A), C4(H4), C5(H5), C6(H6), C7(H7), C9(H9), C10(H10), C13(H13),
 C17(H17), C19(H19), C20(H20), C22(H22), C23(H23), C25(H25), C26(H26), C27(H27),
  C28(H28), N2(H2)
;
_shelx_res_checksum              52352
_shelx_hkl_checksum              94806
_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 4.543
_oxdiff_exptl_absorpt_empirical_full_min 0.173