Reaction engineering and photophysical studies of fully enriched C-vinyl-1,2,3-triazoles
Surendra Reddy, G.; Ramachary, Dhevalapally B.; Organic Chemistry Frontiers 6 (2019) 3620–; doi:10.1039/C9QO00864K

data_1555097
_publ_section_title
;
 Reaction engineering and photophysical studies of fully enriched
 C-vinyl-1,2,3-triazoles
;
_journal_issue                   21
_journal_name_full               'Organic Chemistry Frontiers'
_journal_page_first              3620
_journal_paper_doi               10.1039/C9QO00864K
_journal_volume                  6
_journal_year                    2019
_chemical_formula_moiety         'C18 H14 Cl N3'
_chemical_formula_sum            'C18 H14 Cl N3'
_chemical_formula_weight         307.77
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2019-06-04
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2019-06-25 deposited with the CCDC.	2019-08-19 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 94.414(5)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   14.4450(9)
_cell_length_b                   6.6377(3)
_cell_length_c                   15.6545(6)
_cell_measurement_reflns_used    4124
_cell_measurement_temperature    297.4(6)
_cell_measurement_theta_max      25.7740
_cell_measurement_theta_min      2.6040
_cell_volume                     1496.53(13)
_computing_cell_refinement       'CrysAlisPro 1.171.40.35a (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.40.35a (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.40.35a (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      297.4(6)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix3000
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_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    -21.00   9.00   0.50   10.63    --  -14.97 -79.00  44.00   60
  2  \w    -35.00  22.00   0.50   10.63    --  -14.97 -94.00  30.00  114
  3  \w    -48.00 -20.00   0.50   10.63    --   16.22 -79.00  44.00   56
  4  \w    -55.00  38.00   0.50   10.63    --   16.22 -30.00  30.00  186
  5  \w    -65.00 -39.00   0.50   10.63    --  -14.97 -79.00  44.00   52
  6  \w    -29.00  20.00   0.50   10.63    --  -14.97 -94.00 150.00   98
  7  \w     -5.00  35.00   0.50   10.63    --   16.22  79.00 168.00   80
  8  \w     39.00  71.00   0.50   10.63    --   16.22  79.00 168.00   64
  9  \w     22.00  49.00   0.50   10.63    --  -14.97  79.00 168.00   54
 10  \w    -54.00 -29.00   0.50   10.63    --  -14.97 125.00  90.00   50
 11  \w    -24.00  15.00   0.50   10.63    --  -14.97 -94.00 -90.00   78
 12  \w     11.00  44.00   0.50   10.63    --   16.22-125.00-120.00   66
 13  \w    -22.00  23.00   0.50   10.63    --   16.22 -45.00-150.00   90
 14  \w     -2.00  82.00   0.50   10.63    --   16.22  45.00 -90.00  168
 15  \w    -52.00 -27.00   0.50   10.63    --   16.22 -45.00-150.00   50
 16  \w    -64.00 -31.00   0.50   10.63    --  -14.97 125.00-180.00   66
 17  \w    -61.00 -31.00   0.50   10.63    --  -14.97 125.00-150.00   60
 18  \w    -52.00 -12.00   0.50   10.63    --  -14.97 125.00-120.00   80
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type
'XtaLAB Synergy, Single source at offset/far, HyPix3000'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0317445000
_diffrn_orient_matrix_UB_12      -0.0271511000
_diffrn_orient_matrix_UB_13      0.0304566000
_diffrn_orient_matrix_UB_21      -0.0268237000
_diffrn_orient_matrix_UB_22      0.0870331000
_diffrn_orient_matrix_UB_23      -0.0109378000
_diffrn_orient_matrix_UB_31      -0.0264935000
_diffrn_orient_matrix_UB_32      -0.0557216000
_diffrn_orient_matrix_UB_33      -0.0318603000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0804
_diffrn_reflns_av_unetI/netI     0.0505
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            11729
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         25.022
_diffrn_reflns_theta_min         1.996
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.255
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.55190
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.35a (Rigaku Oxford Diffraction, 2018)
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    1.366
_exptl_crystal_description       block
_exptl_crystal_F_000             640
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.398
_refine_diff_density_min         -0.282
_refine_diff_density_rms         0.071
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     199
_refine_ls_number_reflns         2641
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.046
_refine_ls_R_factor_all          0.1144
_refine_ls_R_factor_gt           0.0775
_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^)+(0.1662P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2213
_refine_ls_wR_factor_ref         0.2595
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1601
_reflns_number_total             2641
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c9qo00864k3.cif
_cod_data_source_block           dbr0415-5-2019
_cod_depositor_comments
;

2025-06-17
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_sum            'C12 H9.33 Cl0.67 N2'
_cod_original_formula_weight         205.18
_cod_original_formula_moiety         '0.67(C18 H14 Cl N3)'
_cod_original_formula_units_Z            6
_cod_database_code               1555097
_shelx_shelxl_version_number     2014/7
_shelx_estimated_absorpt_t_max   0.970
_shelx_estimated_absorpt_t_min   0.951
_reflns_odcompleteness_completeness 99.58
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C00I(H00C,H00F), C00L(H00I,H00L)
2.b Aromatic/amide H refined with riding coordinates:
 C009(H009), C00A(H00A), C00B(H00B), C00D(H00D), C00E(H00E), C00G(H00G),
 C00H(H00H), C00J(H00J), C00K(H00K), C00M(H00M)
;
_shelx_res_checksum              34322
_shelx_hkl_checksum              10962
_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 1.990
_oxdiff_exptl_absorpt_empirical_full_min 0.385