#------------------------------------------------------------------------------
#$Date: 2020-10-06 14:05:59 +0300 (Tue, 06 Oct 2020) $
#$Revision: 257937 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/55/77/1557777.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1557777
loop_
_publ_author_name
'Li, Baixue'
'Qin, Anjun'
'Tang, Ben Zhong'
_publ_section_title
;
 Metal-free polycycloaddition of aldehyde-activated internal diynes and
 diazides toward post-functionalizable poly(formyl-1,2,3-triazole)s
;
_journal_issue                   17
_journal_name_full               'Polymer Chemistry'
_journal_page_first              3075
_journal_page_last               3083
_journal_paper_doi               10.1039/D0PY00193G
_journal_volume                  11
_journal_year                    2020
_chemical_formula_sum            'C18 H14 N4'
_chemical_formula_weight         286.33
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_audit_update_record
;
2019-10-12 deposited with the CCDC.	2020-04-09 downloaded from the CCDC.
;
_cell_angle_alpha                110.846(5)
_cell_angle_beta                 92.668(5)
_cell_angle_gamma                107.055(5)
_cell_formula_units_Z            2
_cell_length_a                   9.1045(15)
_cell_length_b                   9.4078(14)
_cell_length_c                   9.9658(17)
_cell_measurement_reflns_used    4213
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      28.45
_cell_measurement_theta_min      2.79
_cell_volume                     751.7(2)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick 2014)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.959
_diffrn_measured_fraction_theta_max 0.959
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0586
_diffrn_reflns_av_sigmaI/netI    0.0510
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            10178
_diffrn_reflns_theta_full        25.10
_diffrn_reflns_theta_max         25.10
_diffrn_reflns_theta_min         2.79
_diffrn_standards_decay_%        none
_exptl_absorpt_coefficient_mu    0.078
_exptl_absorpt_correction_T_max  0.9876
_exptl_absorpt_correction_T_min  0.9830
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Bruker, 2008)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.265
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             300
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.16
_refine_diff_density_max         0.193
_refine_diff_density_min         -0.192
_refine_diff_density_rms         0.050
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.001
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     199
_refine_ls_number_reflns         2573
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.001
_refine_ls_R_factor_all          0.0944
_refine_ls_R_factor_gt           0.0679
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0569P)²+1.2596P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1817
_refine_ls_wR_factor_ref         0.1939
_reflns_number_gt                1860
_reflns_number_total             2573
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            d0py00193g2.cif
_cod_data_source_block           a_CCDC1
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_symmetry_cell_setting' value 'Triclinic' was changed to
'triclinic' in accordance with the
/home/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

data item '_exptl_crystal_density_meas' value 'not measured' was
changed to '?' -- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 7556 2019-12-06 15:28:31Z antanas 

 Adding full bibliography for 1557775--1557777.cif.

 Adding full bibliography for 1557775--1557777.cif.
;
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               1557777
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C13 C 0.5831(5) 0.5921(5) 0.1790(4) 0.0675(12) Uani 1 1 d . . .
N3 N 0.7036(4) 0.7291(3) 0.6315(3) 0.0537(8) Uani 1 1 d . . .
C7 C 0.7788(4) 0.3512(4) 0.5541(3) 0.0386(7) Uani 1 1 d . . .
N4 N 0.7488(3) 0.6226(3) 0.6697(3) 0.0439(7) Uani 1 1 d . . .
N2 N 0.6659(3) 0.6676(3) 0.4892(3) 0.0504(8) Uani 1 1 d . . .
C17 C 0.7401(3) 0.4909(4) 0.5511(3) 0.0377(7) Uani 1 1 d . . .
C16 C 0.6879(4) 0.5220(4) 0.4364(4) 0.0404(8) Uani 1 1 d . . .
C12 C 0.6712(4) 0.1992(4) 0.4848(4) 0.0515(9) Uani 1 1 d . . .
H12 H 0.5742 0.1862 0.4387 0.062 Uiso 1 1 calc R . .
C8 C 0.9228(4) 0.3691(4) 0.6219(4) 0.0455(8) Uani 1 1 d . . .
H8 H 0.9961 0.4714 0.6691 0.055 Uiso 1 1 calc R . .
C10 C 0.8485(5) 0.0848(5) 0.5512(5) 0.0589(10) Uani 1 1 d . . .
H10 H 0.8715 -0.0053 0.5512 0.071 Uiso 1 1 calc R . .
C11 C 0.7069(5) 0.0657(4) 0.4837(5) 0.0605(11) Uani 1 1 d . . .
H11 H 0.6341 -0.0370 0.4368 0.073 Uiso 1 1 calc R . .
C15 C 0.6648(4) 0.4235(4) 0.2841(4) 0.0513(9) Uani 1 1 d . . .
H15 H 0.6827 0.3259 0.2616 0.062 Uiso 1 1 calc R . .
C2 C 1.0536(5) 0.8575(5) 0.8267(4) 0.0618(11) Uani 1 1 d . . .
H2 H 1.0101 0.8688 0.7464 0.074 Uiso 1 1 calc R . .
C18 C 0.7963(4) 0.6597(4) 0.8229(4) 0.0499(9) Uani 1 1 d . . .
H18A H 0.7709 0.5594 0.8377 0.060 Uiso 1 1 calc R . .
H18B H 0.7359 0.7216 0.8793 0.060 Uiso 1 1 calc R . .
C1 C 0.9660(4) 0.7521(4) 0.8809(4) 0.0492(9) Uani 1 1 d . . .
C6 C 1.0346(5) 0.7355(6) 0.9984(4) 0.0681(11) Uani 1 1 d . . .
H6 H 0.9775 0.6621 1.0348 0.082 Uiso 1 1 calc R . .
N1 N 0.5487(6) 0.6975(5) 0.1746(4) 0.1019(16) Uani 1 1 d . . .
C14 C 0.6210(5) 0.4544(5) 0.1714(4) 0.0581(10) Uani 1 1 d . . .
H14 H 0.6147 0.3785 0.0790 0.070 Uiso 1 1 calc R . .
C9 C 0.9578(5) 0.2348(5) 0.6193(4) 0.0563(10) Uani 1 1 d . . .
H9 H 1.0552 0.2463 0.6636 0.068 Uiso 1 1 calc R . .
C5 C 1.1871(6) 0.8267(8) 1.0620(5) 0.0917(17) Uani 1 1 d . . .
H5 H 1.2316 0.8158 1.1421 0.110 Uiso 1 1 calc R . .
C3 C 1.2074(6) 0.9475(5) 0.8912(5) 0.0797(14) Uani 1 1 d . . .
H3 H 1.2665 1.0192 0.8541 0.096 Uiso 1 1 calc R . .
C4 C 1.2721(6) 0.9316(7) 1.0088(6) 0.0867(16) Uani 1 1 d . . .
H4 H 1.3749 0.9931 1.0524 0.104 Uiso 1 1 calc R . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 C13 C14 175.0(4) . . ?
N2 N3 N4 107.3(3) . . ?
C12 C7 C8 119.4(3) . . ?
C12 C7 C17 119.3(3) . . ?
C8 C7 C17 121.2(3) . . ?
N3 N4 C17 111.1(3) . . ?
N3 N4 C18 119.2(3) . . ?
C17 N4 C18 129.7(3) . . ?
N3 N2 C16 108.7(3) . . ?
N4 C17 C16 104.0(3) . . ?
N4 C17 C7 125.2(3) . . ?
C16 C17 C7 130.9(3) . . ?
N2 C16 C17 108.9(3) . . ?
N2 C16 C15 124.0(3) . . ?
C17 C16 C15 127.0(3) . . ?
C7 C12 C11 120.2(3) . . ?
C7 C12 H12 119.9 . . ?
C11 C12 H12 119.9 . . ?
C7 C8 C9 120.0(3) . . ?
C7 C8 H8 120.0 . . ?
C9 C8 H8 120.0 . . ?
C11 C10 C9 120.9(3) . . ?
C11 C10 H10 119.6 . . ?
C9 C10 H10 119.6 . . ?
C10 C11 C12 119.9(4) . . ?
C10 C11 H11 120.1 . . ?
C12 C11 H11 120.1 . . ?
C14 C15 C16 128.1(4) . . ?
C14 C15 H15 116.0 . . ?
C16 C15 H15 116.0 . . ?
C1 C2 C3 120.1(4) . . ?
C1 C2 H2 119.9 . . ?
C3 C2 H2 119.9 . . ?
N4 C18 C1 115.0(3) . . ?
N4 C18 H18A 108.5 . . ?
C1 C18 H18A 108.5 . . ?
N4 C18 H18B 108.5 . . ?
C1 C18 H18B 108.5 . . ?
H18A C18 H18B 107.5 . . ?
C2 C1 C6 118.6(4) . . ?
C2 C1 C18 122.8(3) . . ?
C6 C1 C18 118.5(3) . . ?
C5 C6 C1 120.5(4) . . ?
C5 C6 H6 119.7 . . ?
C1 C6 H6 119.7 . . ?
C15 C14 C13 126.0(4) . . ?
C15 C14 H14 117.0 . . ?
C13 C14 H14 117.0 . . ?
C10 C9 C8 119.7(3) . . ?
C10 C9 H9 120.2 . . ?
C8 C9 H9 120.2 . . ?
C4 C5 C6 120.4(5) . . ?
C4 C5 H5 119.8 . . ?
C6 C5 H5 119.8 . . ?
C4 C3 C2 120.3(5) . . ?
C4 C3 H3 119.8 . . ?
C2 C3 H3 119.8 . . ?
C5 C4 C3 120.0(5) . . ?
C5 C4 H4 120.0 . . ?
C3 C4 H4 120.0 . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C13 N1 1.138(5) . ?
C13 C14 1.413(6) . ?
N3 N2 1.311(4) . ?
N3 N4 1.348(4) . ?
C7 C12 1.376(5) . ?
C7 C8 1.382(4) . ?
C7 C17 1.466(4) . ?
N4 C17 1.353(4) . ?
N4 C18 1.452(4) . ?
N2 C16 1.360(4) . ?
C17 C16 1.373(4) . ?
C16 C15 1.436(5) . ?
C12 C11 1.383(5) . ?
C12 H12 0.9300 . ?
C8 C9 1.383(5) . ?
C8 H8 0.9300 . ?
C10 C11 1.358(5) . ?
C10 C9 1.369(5) . ?
C10 H10 0.9300 . ?
C11 H11 0.9300 . ?
C15 C14 1.329(5) . ?
C15 H15 0.9300 . ?
C2 C1 1.367(5) . ?
C2 C3 1.387(6) . ?
C2 H2 0.9300 . ?
C18 C1 1.499(5) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C1 C6 1.380(5) . ?
C6 C5 1.377(6) . ?
C6 H6 0.9300 . ?
C14 H14 0.9300 . ?
C9 H9 0.9300 . ?
C5 C4 1.348(8) . ?
C5 H5 0.9300 . ?
C3 C4 1.362(7) . ?
C3 H3 0.9300 . ?
C4 H4 0.9300 . ?
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N2 N3 N4 C17 0.0(4) . . . . ?
N2 N3 N4 C18 -179.5(3) . . . . ?
N4 N3 N2 C16 -0.4(4) . . . . ?
N3 N4 C17 C16 0.4(4) . . . . ?
C18 N4 C17 C16 179.8(3) . . . . ?
N3 N4 C17 C7 -179.2(3) . . . . ?
C18 N4 C17 C7 0.2(5) . . . . ?
C12 C7 C17 N4 126.5(4) . . . . ?
C8 C7 C17 N4 -55.3(5) . . . . ?
C12 C7 C17 C16 -53.1(5) . . . . ?
C8 C7 C17 C16 125.2(4) . . . . ?
N3 N2 C16 C17 0.7(4) . . . . ?
N3 N2 C16 C15 -177.1(3) . . . . ?
N4 C17 C16 N2 -0.7(4) . . . . ?
C7 C17 C16 N2 179.0(3) . . . . ?
N4 C17 C16 C15 177.0(3) . . . . ?
C7 C17 C16 C15 -3.4(6) . . . . ?
C8 C7 C12 C11 0.3(5) . . . . ?
C17 C7 C12 C11 178.6(3) . . . . ?
C12 C7 C8 C9 0.1(5) . . . . ?
C17 C7 C8 C9 -178.1(3) . . . . ?
C9 C10 C11 C12 -0.8(6) . . . . ?
C7 C12 C11 C10 0.0(6) . . . . ?
N2 C16 C15 C14 0.5(6) . . . . ?
C17 C16 C15 C14 -176.8(4) . . . . ?
N3 N4 C18 C1 -88.8(4) . . . . ?
C17 N4 C18 C1 91.8(4) . . . . ?
C3 C2 C1 C6 -1.3(6) . . . . ?
C3 C2 C1 C18 175.7(4) . . . . ?
N4 C18 C1 C2 29.8(5) . . . . ?
N4 C18 C1 C6 -153.2(3) . . . . ?
C2 C1 C6 C5 1.8(6) . . . . ?
C18 C1 C6 C5 -175.3(4) . . . . ?
C16 C15 C14 C13 -1.9(7) . . . . ?
N1 C13 C14 C15 -170(6) . . . . ?
C11 C10 C9 C8 1.2(6) . . . . ?
C7 C8 C9 C10 -0.9(5) . . . . ?
C1 C6 C5 C4 -1.1(7) . . . . ?
C1 C2 C3 C4 0.1(6) . . . . ?
C6 C5 C4 C3 -0.2(8) . . . . ?
C2 C3 C4 C5 0.7(7) . . . . ?
