Transition metal-free assembly of 1,3,5-triazines by using ethyl bromodi-fluoroacetate as C1 source
Yu, Xiaoxia; Zhou, Yao; Ma, Xingxing; Song, Qiuling; Chemical Communications  (2019) –; doi:10.1039/C9CC03534F

data_7123629
_publ_section_title
;
 Transition metal-free assembly of 1,3,5-triazines by using ethyl
 bromodi-fluoroacetate as C1 source
;
_journal_name_full               'Chemical Communications'
_journal_paper_doi               10.1039/C9CC03534F
_journal_year                    2019
_chemical_formula_moiety         '0.67(C17 H14 N3 O2)'
_chemical_formula_sum            'C11.333 H9.333 N2 O1.333'
_chemical_formula_weight         194.88
_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'
_symmetry_Int_Tables_number      14
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_primary     direct
_audit_creation_date             2019-05-03
_audit_creation_method
;
Olex2 1.2
(compiled 2014.03.20 svn.r2914 for OlexSys, GUI svn.r4816)
;
_audit_update_record
;
2019-05-03 deposited with the CCDC.    2019-06-10 downloaded from the CCDC.
;
_cell_angle_alpha                90
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_cell_angle_gamma                90
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_cell_length_c                   12.3822(16)
_cell_measurement_reflns_used    1426
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_cell_measurement_theta_max      26.7630
_cell_measurement_theta_min      3.6570
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_computing_cell_refinement       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine (Bourhis et al., 2013)'
_computing_structure_solution    'ShelXT (Sheldrick, 2008)'
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_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.1213
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.9977
_diffrn_measured_fraction_theta_max 0.9977
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       '\w scans'
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'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0466291000
_diffrn_orient_matrix_UB_12      -0.0274201000
_diffrn_orient_matrix_UB_13      -0.0156414000
_diffrn_orient_matrix_UB_21      0.0045869000
_diffrn_orient_matrix_UB_22      0.0052717000
_diffrn_orient_matrix_UB_23      0.0591251000
_diffrn_orient_matrix_UB_31      -0.0161116000
_diffrn_orient_matrix_UB_32      0.0809956000
_diffrn_orient_matrix_UB_33      -0.0091227000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0286
_diffrn_reflns_av_unetI/netI     0.0491
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_diffrn_reflns_theta_max         25.00
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_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.089
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.74108
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_density_diffrn    1.3241
_exptl_crystal_description       block
_exptl_crystal_F_000             612.2802
_refine_diff_density_max         0.5335
_refine_diff_density_min         -0.4955
_refine_diff_density_rms         0.1196
_refine_ls_d_res_high            0.8409
_refine_ls_d_res_low             5.7406
_refine_ls_goodness_of_fit_ref   1.0767
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    24
_refine_ls_number_parameters     200
_refine_ls_number_reflns         2576
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.0767
_refine_ls_R_factor_all          0.0928
_refine_ls_R_factor_gt           0.0630
_refine_ls_shift/su_max          0.0000
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1563
_refine_ls_wR_factor_ref         0.1828
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              16
_reflns_limit_h_min              -18
_reflns_limit_k_max              9
_reflns_limit_k_min              0
_reflns_limit_l_max              14
_reflns_limit_l_min              0
_reflns_number_gt                1717
_reflns_number_total             2576
_reflns_threshold_expression     I>=2u(I)
_cod_data_source_file            c9cc03534f2.cif
_cod_data_source_block           exp_6638
_cod_original_cell_volume        1466.3(4)
_cod_database_code               7123629
_reflns_odcompleteness_completeness 99.63
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C00J(H00J), C00E(H00E), C00B(H00B), C00D(H00D), C00I(H00I), C00K(H00K),
 C00F(H00F), C00C(H00C)
2.b Idealised Me refined as rotating group:
 C00L(H00a,H00g,H00h), C00M(H00l,H00m,H00n)
;
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.590
_oxdiff_exptl_absorpt_empirical_full_min 0.661