New zinc complexes derived from “self-adaptable” acyclic diiminodipyrromethanes as potent catalysts for the reduction of curing temperature of bisphenol-A/F benzoxazines
Loke, Shiva K.; Pagadala, Eswar; Devaraju, S.; Srinivasadesikan, V.; Kottalanka, Ravi K.; RSC Advances 10 (2020) 36275–36286; doi:10.1039/D0RA07837A

data_7241337
_publ_section_title
;
 New zinc complexes derived from &#x201C;self-adaptable&#x201D; acyclic
 diiminodipyrromethanes as potent catalysts for the reduction of curing
 temperature of bisphenol-A/F benzoxazines
;
_journal_issue                   60
_journal_name_full               'RSC Advances'
_journal_page_first              36275
_journal_page_last               36286
_journal_paper_doi               10.1039/D0RA07837A
_journal_volume                  10
_journal_year                    2020
_chemical_formula_moiety         'C84 H98 N8 Zn'
_chemical_formula_sum            'C84 H98 N8 Zn'
_chemical_formula_weight         1285.07
_chemical_name_systematic        C84H98N8Zn
_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
_atom_sites_solution_primary     iterative
_audit_creation_date             2019-03-01
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2019-03-01 deposited with the CCDC.	2020-09-22 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 98.0010(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   13.06630(10)
_cell_length_b                   12.93910(10)
_cell_length_c                   46.6200(5)
_cell_measurement_reflns_used    62797
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      74.0630
_cell_measurement_theta_min      3.9120
_cell_volume                     7805.14(12)
_computing_cell_refinement       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (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    'olex2.solve (Bourhis et al., 2015)'
_diffrn_ambient_temperature      298.15
_diffrn_detector                 'CCD plate'
_diffrn_measured_fraction_theta_full 0.9974
_diffrn_measured_fraction_theta_max 0.9829
_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    -83.00 -58.00   0.50    1.00    --    0.00 -82.00  60.00   50
  2  \w     35.00  89.00   0.50    1.00    --    0.00  77.00 150.00  108
  3  \w    -88.00 -48.00   0.50    1.00    --    0.00 -37.00  90.00   80
  4  \w    -41.00 -14.00   0.50    1.00    --    0.00 -82.00  60.00   54
  5  \w    -19.00   6.00   0.50    1.00    --    0.00 -37.00  90.00   50
  6  \w    -30.00  34.00   0.50    1.00    --    0.00  77.00 150.00  128
  7  \w    -72.00 -45.00   0.50    1.00    --    0.00 -77.00 -90.00   54
  8  \w    -28.00   6.00   0.50    1.00    --    0.00  77.00 -60.00   68
  9  \w     20.00  47.00   0.50    1.00    --    0.00  37.00  90.00   54
 10  \w     34.00  89.00   0.50    1.00    --    0.00  77.00 -30.00  110
 11  \w     16.00  42.00   0.50    4.00    --   95.80 -82.00  30.00   52
 12  \w    116.00 154.00   0.50    4.00    --   95.80  30.00 -30.00   76
 13  \w      6.00 115.00   0.50    4.00    --   95.80 -30.00   0.00  218
 14  \w     68.00 114.00   0.50    4.00    --   95.80  15.00-150.00   92
 15  \w     73.00 185.00   0.50    4.00    --   95.80  15.00 120.00  224
 16  \w     75.00 184.00   0.50    4.00    --   95.80  45.00  30.00  218
 17  \w     52.00  98.00   0.50    4.00    --   95.80 -82.00 -60.00   92
 18  \w     20.00 128.00   0.50    4.00    --   95.80 -82.00 -30.00  216
 19  \w     88.00 126.00   0.50    4.00    --   95.80 -82.00-120.00   76
 20  \w     12.00 128.00   0.50    4.00    --   95.80 -82.00-180.00  232
 21  \w     55.00  84.00   0.50    4.00    --   95.80 -15.00 120.00   58
 22  \w     92.00 123.00   0.50    4.00    --   95.80 -15.00 120.00   62
 23  \w     43.00 114.00   0.50    4.00    --   95.80 -82.00 120.00  142
 24  \w     85.00 116.00   0.50    4.00    --   95.80 -82.00  60.00   62
 25  \w     11.00 119.00   0.50    4.00    --   95.80 -61.00-180.00  216
 26  \w    160.00 185.00   0.50    4.00    --   95.80  15.00-150.00   50
 27  \w     91.00 117.00   0.50    4.00    --   95.80 -82.00   0.00   52
 28  \w     80.00 105.00   0.50    4.00    --   95.80 -82.00 -90.00   50
 29  \w     77.00 102.00   0.50    4.00    --   95.80 -82.00-150.00   50
 30  \w     32.00  58.00   0.50    4.00    --   95.80 -82.00 -90.00   52
 31  \w    117.00 143.00   0.50    4.00    --   95.80  15.00-150.00   52
 32  \w     60.00 128.00   0.50    4.00    --   95.80 -82.00  30.00  136
 33  \w      6.00 115.00   0.50    4.00    --   95.80 -61.00 -60.00  218
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Pro: Kappa dual home'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0741027000
_diffrn_orient_matrix_UB_12      0.0859104000
_diffrn_orient_matrix_UB_13      -0.0071508000
_diffrn_orient_matrix_UB_21      -0.0716413000
_diffrn_orient_matrix_UB_22      0.0820349000
_diffrn_orient_matrix_UB_23      0.0105215000
_diffrn_orient_matrix_UB_31      0.0595287000
_diffrn_orient_matrix_UB_32      -0.0080237000
_diffrn_orient_matrix_UB_33      0.0308630000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0386
_diffrn_reflns_av_unetI/netI     0.0225
_diffrn_reflns_Laue_measured_fraction_full 0.886
_diffrn_reflns_Laue_measured_fraction_max 0.881
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       58
_diffrn_reflns_limit_l_min       -47
_diffrn_reflns_number            88203
_diffrn_reflns_point_group_measured_fraction_full 0.9974
_diffrn_reflns_point_group_measured_fraction_max 0.9829
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.370
_diffrn_reflns_theta_min         3.416
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.784
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.73634
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear whiteish colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   whiteish
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.094
_exptl_crystal_description       plate
_exptl_crystal_F_000             2752
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.13
_refine_diff_density_max         1.292
_refine_diff_density_min         -0.738
_refine_diff_density_rms         0.054
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.004
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     826
_refine_ls_number_reflns         14046
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.004
_refine_ls_R_factor_all          0.0585
_refine_ls_R_factor_gt           0.0553
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0692P)^2^+7.6935P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1332
_refine_ls_wR_factor_ref         0.1361
_reflns_Friedel_coverage         0.000
_reflns_number_gt                12978
_reflns_number_total             14046
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d0ra07837a2.cif
_cod_data_source_block           exp_259a-rsk
_cod_database_code               7241337
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.905
_shelx_estimated_absorpt_t_min   0.872
_reflns_odcompleteness_completeness 99.74
_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
 At 1.5 times of:
  All C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(C65) = Uanis(C66)
Uanis(C65) = Uanis(C67)
Uanis(C16) = Uanis(C18)
Uanis(C16) = Uanis(C17)
Uanis(C33) = Uanis(C35)
3.a Ternary CH refined with riding coordinates:
 C16(H16), C40(H40), C75(H75), C65(H65), C23(H23), C58(H58), C82(H82), C33(H33)
3.b Aromatic/amide H refined with riding coordinates:
 N7(H7), N3(H3), C55(H55), C52(H52), C11(H11), C53(H53), C13(H13), C70(H70),
 C19(H19), C10(H10), C30(H30), C61(H61), C69(H69), C50(H50), C37(H37), C28(H28),
  C8(H8), C80(H80), C21(H21), C72(H72), C62(H62), C48(H48), C49(H49), C79(H79),
 C4(H4), C27(H27), C20(H20), C38(H38), C46(H46), C63(H63), C47(H47), C36(H36),
 C78(H78), C6(H6), C7(H7A), C5(H5)
3.c Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C43(H43A,H43B,H43C), C60(H60A,H60B,H60C), C41(H41A,H41B,
 H41C), C24(H24A,H24B,H24C), C25(H25A,H25B,H25C), C42(H42A,H42B,H42C), C18(H18A,
 H18B,H18C), C77(H77A,H77B,H77C), C76(H76A,H76B,H76C), C84(H84A,H84B,H84C),
 C83(H83A,H83B,H83C), C34(H34A,H34B,H34C), C17(H17A,H17B,H17C), C67(H67A,H67B,
 H67C), C66(H66A,H66B,H66C), C35(H35A,H35B,H35C), C59(H59A,H59B,H59C)
;
_shelx_res_checksum              65645
_shelx_fab_checksum              200
_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
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.593
_oxdiff_exptl_absorpt_empirical_full_min 0.641