#------------------------------------------------------------------------------
#$Date: 2020-10-06 14:05:59 +0300 (Tue, 06 Oct 2020) $
#$Revision: 257937 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/55/77/1557775.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_1557775
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_moiety         'C16 H13 N3 O'
_chemical_formula_sum            'C16 H13 N3 O'
_chemical_formula_weight         263.29
_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     dual
_audit_creation_date             2019-05-16
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2019-10-12 deposited with the CCDC.	2020-04-09 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 109.249(6)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   13.1254(7)
_cell_length_b                   8.1029(4)
_cell_length_c                   12.6860(7)
_cell_measurement_reflns_used    4567
_cell_measurement_temperature    120.00(10)
_cell_measurement_theta_max      73.3970
_cell_measurement_theta_min      6.5600
_cell_volume                     1273.78(13)
_computing_cell_refinement       'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.28b (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    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      120.00(10)
_diffrn_detector                 'CCD plate'
_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  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -62.00 -37.00   0.50    0.50    --    0.00 -56.00  44.00   50
  2  ω     18.00  43.00   0.50    0.50    --    5.00  56.00-173.00   50
  3  ω    -57.00 -32.00   0.50    0.50    --    5.00 -56.00  44.00   50
  4  ω   -141.00-116.00   0.50    0.50    --  -98.80 -56.00  44.00   50
  5  ω   -111.00 -60.00   0.50    0.50    --  -98.80  56.00-173.00  102
  6  ω    -41.00   9.00   0.50    0.50    --    0.00 -37.00 -30.00  100
  7  ω    -74.00 -47.00   0.50    0.50    --    0.00 -37.00 -30.00   54
  8  ω    -41.00   7.00   0.50    0.50    --    0.00 -72.00 150.00   96
  9  ω    -85.00 -45.00   0.50    0.50    --    0.00 -72.00 150.00   80
 10  ω   -110.00 -85.00   0.50    0.50    --  -98.80 -19.00-180.00   50
 11  ω    -96.00 -46.00   0.50    0.50    --  -98.80  37.00 -30.00  100
 12  ω   -102.00 -10.00   0.50    0.50    --  -98.80  37.00-180.00  184
 13  ω   -176.00-151.00   0.50    0.50    --  -98.80 -19.00 120.00   50
 14  ω   -186.00 -89.00   0.50    0.50    --  -98.80 -57.00  60.00  194
 15  ω   -141.00 -86.00   0.50    0.50    --  -98.80 -19.00 120.00  110
 16  ω   -103.00 -32.00   0.50    0.50    --  -98.80  37.00  30.00  142
 17  ω   -105.00 -15.00   0.50    0.50    --  -98.80  19.00   0.00  180
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RCD3): Kappa single'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0016346000
_diffrn_orient_matrix_UB_12      0.0550449000
_diffrn_orient_matrix_UB_13      -0.1154898000
_diffrn_orient_matrix_UB_21      -0.0951904000
_diffrn_orient_matrix_UB_22      -0.1156919000
_diffrn_orient_matrix_UB_23      -0.0561240000
_diffrn_orient_matrix_UB_31      -0.0797555000
_diffrn_orient_matrix_UB_32      0.1409888000
_diffrn_orient_matrix_UB_33      -0.0009064000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0240
_diffrn_reflns_av_unetI/netI     0.0211
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            5898
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        67.079
_diffrn_reflns_theta_max         67.079
_diffrn_reflns_theta_min         3.567
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.713
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.71569
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.28b (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_density_diffrn    1.373
_exptl_crystal_description       block
_exptl_crystal_F_000             552
_exptl_crystal_size_max          0.07
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.256
_refine_diff_density_min         -0.397
_refine_diff_density_rms         0.101
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.077
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     181
_refine_ls_number_reflns         2269
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.077
_refine_ls_R_factor_all          0.0450
_refine_ls_R_factor_gt           0.0437
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0610P)²+0.3595P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1074
_refine_ls_wR_factor_ref         0.1083
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2151
_reflns_number_total             2269
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0py00193g2.cif
_cod_data_source_block           1
_cod_depositor_comments
;Adding full bibliography for 1557775--1557777.cif.

 Adding full bibliography for 1557775--1557777.cif.
;
_cod_original_cell_volume        1273.78(12)
_cod_database_code               1557775
_shelx_shelxl_version_number     2018/3
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_reflns_odcompleteness_completeness 99.88
_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 C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C00C(H00C,H00D)
2.b Aromatic/amide H refined with riding coordinates:
 C009(H009), C00A(H00A), C00B(H00B), C00D(H00E), C00E(H00F), C00F(H00G),
 C00G(H00H), C00H(H00I), C00I(H00J), C00J(H00K), C00K(H00L)
;
_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 1.335
_oxdiff_exptl_absorpt_empirical_full_min 0.659
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O001 O 0.72910(8) 0.42363(15) 0.71985(8) 0.0453(3) Uani 1 1 d . . . . .
N002 N 0.67656(8) 0.42805(13) 0.48076(8) 0.0248(3) Uani 1 1 d . . . . .
N003 N 0.53936(9) 0.32622(16) 0.35487(9) 0.0334(3) Uani 1 1 d . . . . .
N004 N 0.62938(9) 0.40959(16) 0.37143(9) 0.0356(3) Uani 1 1 d . . . . .
C005 C 0.43290(9) 0.19613(15) 0.45761(10) 0.0229(3) Uani 1 1 d . . . . .
C006 C 0.87584(10) 0.40105(15) 0.54820(10) 0.0248(3) Uani 1 1 d . . . . .
C007 C 0.52817(9) 0.28961(15) 0.45483(9) 0.0221(3) Uani 1 1 d . . . . .
C008 C 0.61683(10) 0.35536(15) 0.53757(10) 0.0233(3) Uani 1 1 d . . . . .
C009 C 0.90401(11) 0.32504(16) 0.46345(11) 0.0284(3) Uani 1 1 d . . . . .
H009 H 0.862725 0.343261 0.389260 0.034 Uiso 1 1 calc R . . . .
C00A C 0.93816(10) 0.37151(16) 0.65851(11) 0.0295(3) Uani 1 1 d . . . . .
H00A H 0.920117 0.421376 0.715989 0.035 Uiso 1 1 calc R . . . .
C00B C 0.41139(10) 0.15961(17) 0.55553(11) 0.0298(3) Uani 1 1 d . . . . .
H00B H 0.458390 0.196232 0.623714 0.036 Uiso 1 1 calc R . . . .
C00C C 0.78032(10) 0.51638(16) 0.51972(11) 0.0291(3) Uani 1 1 d . . . . .
H00C H 0.783856 0.580845 0.585265 0.035 Uiso 1 1 calc R . . . .
H00D H 0.784169 0.592215 0.461994 0.035 Uiso 1 1 calc R . . . .
C00D C 1.05485(10) 0.19393(17) 0.59891(12) 0.0318(3) Uani 1 1 d . . . . .
H00E H 1.114772 0.125043 0.615862 0.038 Uiso 1 1 calc R . . . .
C00E C 1.02683(11) 0.26843(17) 0.68330(11) 0.0332(3) Uani 1 1 d . . . . .
H00F H 1.067937 0.249112 0.757399 0.040 Uiso 1 1 calc R . . . .
C00F C 0.99298(11) 0.22264(17) 0.48887(12) 0.0315(3) Uani 1 1 d . . . . .
H00G H 1.011429 0.172678 0.431669 0.038 Uiso 1 1 calc R . . . .
C00G C 0.36106(11) 0.13852(17) 0.35692(11) 0.0323(3) Uani 1 1 d . . . . .
H00H H 0.374061 0.160557 0.290533 0.039 Uiso 1 1 calc R . . . .
C00H C 0.24986(11) 0.01468(17) 0.45249(12) 0.0337(3) Uani 1 1 d . . . . .
H00I H 0.188632 -0.044642 0.450637 0.040 Uiso 1 1 calc R . . . .
C00I C 0.32095(11) 0.06953(17) 0.55252(12) 0.0328(3) Uani 1 1 d . . . . .
H00J H 0.308005 0.045753 0.618701 0.039 Uiso 1 1 calc R . . . .
C00J C 0.27088(12) 0.04916(19) 0.35473(12) 0.0381(3) Uani 1 1 d . . . . .
H00K H 0.223721 0.011690 0.286884 0.046 Uiso 1 1 calc R . . . .
C00K C 0.64882(12) 0.3583(2) 0.65889(12) 0.0450(4) Uani 1 1 d . . . . .
H00L H 0.603907 0.305815 0.691795 0.054 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 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 '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
N004 N002 C008 110.64(10) . . ?
N004 N002 C00C 117.82(10) . . ?
C008 N002 C00C 131.52(10) . . ?
N004 N003 C007 109.33(10) . . ?
N003 N004 N002 108.03(10) . . ?
C00B C005 C007 123.64(11) . . ?
C00B C005 C00G 118.10(12) . . ?
C00G C005 C007 118.26(11) . . ?
C009 C006 C00C 120.06(11) . . ?
C00A C006 C009 118.96(12) . . ?
C00A C006 C00C 120.98(12) . . ?
N003 C007 C005 119.30(11) . . ?
N003 C007 C008 107.47(11) . . ?
C008 C007 C005 133.23(11) . . ?
N002 C008 C007 104.52(10) . . ?
N002 C008 C00K 122.47(12) . . ?
C007 C008 C00K 133.01(12) . . ?
C00F C009 C006 120.35(12) . . ?
C00E C00A C006 120.36(12) . . ?
C00I C00B C005 120.78(12) . . ?
N002 C00C C006 112.51(10) . . ?
C00E C00D C00F 119.41(12) . . ?
C00D C00E C00A 120.50(12) . . ?
C009 C00F C00D 120.42(13) . . ?
C00J C00G C005 120.70(12) . . ?
C00I C00H C00J 119.04(13) . . ?
C00H C00I C00B 120.68(12) . . ?
C00G C00J C00H 120.71(13) . . ?
O001 C00K C008 124.90(14) . . ?
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
O001 C00K 1.2048(18) . ?
N002 N004 1.3278(15) . ?
N002 C008 1.3614(16) . ?
N002 C00C 1.4722(16) . ?
N003 N004 1.3163(16) . ?
N003 C007 1.3566(15) . ?
C005 C007 1.4723(17) . ?
C005 C00B 1.3935(17) . ?
C005 C00G 1.3945(18) . ?
C006 C009 1.3907(18) . ?
C006 C00A 1.3893(18) . ?
C006 C00C 1.5090(17) . ?
C007 C008 1.3909(17) . ?
C008 C00K 1.4558(18) . ?
C009 C00F 1.3813(19) . ?
C00A C00E 1.3818(19) . ?
C00B C00I 1.3833(19) . ?
C00D C00E 1.380(2) . ?
C00D C00F 1.384(2) . ?
C00G C00J 1.380(2) . ?
C00H C00I 1.378(2) . ?
C00H C00J 1.385(2) . ?
