Latency control of chemical reactions in polymerization of epoxy resins using a hydrogen bonding network
Haneda, Tsuyoshi; Matsuno, Shinya; Yamamoto, Hisanao; Ohtsu, Hiroyoshi; Kawano, Masaki; CrystEngComm 23 (2021) 7717–7719; doi:10.1039/D1CE01163D

data_7243840
_publ_section_title
;
 Latency control of chemical reactions in polymerization of epoxy resins
 using a hydrogen bonding network
;
_journal_issue                   44
_journal_name_full               CrystEngComm
_journal_page_first              7717
_journal_page_last               7719
_journal_paper_doi               10.1039/D1CE01163D
_journal_volume                  23
_journal_year                    2021
_chemical_formula_moiety         'C16 H36 P, C8 H5 O4'
_chemical_formula_sum            'C24 H41 O4 P'
_chemical_formula_weight         424.54
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2021-06-23
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_audit_update_record
;
2021-06-28 deposited with the CCDC.	2021-10-14 downloaded from the CCDC.
;
_cell_angle_alpha                74.634(3)
_cell_angle_beta                 87.007(3)
_cell_angle_gamma                81.876(3)
_cell_formula_units_Z            2
_cell_length_a                   9.5325(4)
_cell_length_b                   10.0097(3)
_cell_length_c                   13.4783(4)
_cell_measurement_reflns_used    24669
_cell_measurement_temperature    123
_cell_measurement_theta_max      31.1710
_cell_measurement_theta_min      2.6290
_cell_volume                     1227.50(8)
_computing_cell_refinement       'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_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_temperature      123
_diffrn_detector                 'Rigaku HyPix-6000 area detector'
_diffrn_detector_area_resol_mean 10.0
_diffrn_detector_type            'HPC area detector'
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.900
_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    -63.00  32.00   0.50    4.50    --   10.39 -55.00 178.00  190
  2  \w    -34.00  62.00   0.50    4.50    --  -11.95  55.00 -38.00  192
  3  \w    -86.00  10.00   0.50    4.50    --  -11.95 -55.00 178.00  192
  4  \w    -69.00  19.00   0.50    4.50    --   10.39 -19.00  90.00  176
  5  \w    -11.00  85.00   0.50    4.50    --   10.39  57.00-120.00  192
  6  \w    -11.00  85.00   0.50    4.50    --   10.39  55.00 -38.00  192
  7  \w    -18.00  85.00   0.50    4.50    --   10.39  77.00  90.00  206
  8  \w    -51.00  26.00   0.50    4.50    --  -11.95  98.00-171.94  154
  9  \w    -51.00  26.00   0.50    4.50    --  -11.95  98.00-104.94  154
 10  \w    -58.00  -2.00   0.50    4.50    --  -11.95 110.00 -61.16  112
 11  \w    -18.00  28.00   0.50    4.50    --  -11.95 -99.00 -30.00   92
 12  \w    -61.00  -7.00   0.50    4.50    --  -11.95 115.00  52.88  108
 13  \w    -74.00 -21.00   0.50    4.50    --  -11.95 139.00  27.55  106
 14  \w    -18.00  28.00   0.50    4.50    --  -11.95 -99.00  30.00   92
 15  \w    -11.00  85.00   0.50    4.50    --   10.39  57.00  30.00  192
 16  \w    -18.00  28.00   0.50    4.50    --  -11.95 -99.00 150.00   92
 17  \w    -49.00  33.00   0.50    4.50    --  -11.95  94.00 -71.10  164
 18  \w    -62.00 -37.00   0.50    4.50    --  -11.95 118.00  40.95   50
 19  \w    -62.00  -8.00   0.50    4.50    --  -11.95 117.00-148.07  108
 20  \w    -61.00  -7.00   0.50    4.50    --  -11.95 116.00  59.31  108
 21  \w    -58.00  -2.00   0.50    4.50    --  -11.95 110.00 153.82  112
 22  \w    -67.00 -15.00   0.50    4.50    --  -11.95 127.00 -80.05  104
 23  \w    -55.00   2.00   0.50    4.50    --  -11.95 105.00  -8.49  114
 24  \w    -54.00   6.00   0.50    4.50    --  -11.95 103.00 122.66  120
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Rigaku XtaLAB Synergy-DW'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0567947000
_diffrn_orient_matrix_UB_12      0.0313457000
_diffrn_orient_matrix_UB_13      0.0121818000
_diffrn_orient_matrix_UB_21      -0.0453924000
_diffrn_orient_matrix_UB_22      0.0302306000
_diffrn_orient_matrix_UB_23      0.0338937000
_diffrn_orient_matrix_UB_31      0.0190961000
_diffrn_orient_matrix_UB_32      -0.0600039000
_diffrn_orient_matrix_UB_33      0.0410137000
_diffrn_radiation_monochromator  'multi-layer mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0552
_diffrn_reflns_av_unetI/netI     0.0309
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.900
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            57391
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.900
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.972
_diffrn_reflns_theta_min         2.648
_diffrn_source                   'rotating anode X-ray generator'
_diffrn_source_type              PhotonJet-DW
_exptl_absorpt_coefficient_mu    0.137
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.87664
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.67a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.149
_exptl_crystal_description       block
_exptl_crystal_F_000             464
_exptl_crystal_size_max          0.246
_exptl_crystal_size_mid          0.157
_exptl_crystal_size_min          0.11
_refine_diff_density_max         0.664
_refine_diff_density_min         -0.325
_refine_diff_density_rms         0.086
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.111
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     271
_refine_ls_number_reflns         7036
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.111
_refine_ls_R_factor_all          0.0840
_refine_ls_R_factor_gt           0.0639
_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^)+(0.0807P)^2^+1.4111P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1843
_refine_ls_wR_factor_ref         0.1976
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5474
_reflns_number_total             7036
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d1ce01163d2.cif
_cod_data_source_block           haneda_ipa_1_auto
_cod_depositor_comments
'Adding full bibliography for 7243835--7243841.cif.'
_cod_database_code               7243840
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'P C24 H40 O4'
_shelx_estimated_absorpt_t_max   0.985
_shelx_estimated_absorpt_t_min   0.967
_reflns_odcompleteness_completeness 99.93
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     27.04
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Others
 Fixed Sof: H3(0.5) H2(0.5)
3.a Secondary CH2 refined with riding coordinates:
 C6(H6A,H6B), C5(H5A,H5B), C14(H14A,H14B), C13(H13A,H13B), C1(H1A,H1B), C7(H7A,
 H7B), C15(H15A,H15B), C9(H9A,H9B), C3(H3A,H3B), C2(H2A,H2B), C10(H10A,H10B),
 C11(H11A,H11B)
3.b Aromatic/amide H refined with riding coordinates:
 C17(H17), C19(H19), C21(H21), C20(H20)
3.c Idealised Me refined as rotating group:
 C4(H4A,H4B,H4C), C8(H8A,H8B,H8C), C16(H16A,H16B,H16C), C12(H12A,H12B,H12C)
3.d Idealised tetrahedral OH refined as rotating group:
 O3(H3)
;
_shelx_res_checksum              17083
_shelx_hkl_checksum              57654
_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 1.508
_oxdiff_exptl_absorpt_empirical_full_min 0.735