#------------------------------------------------------------------------------
#$Date: 2021-09-06 11:10:09 +0200 (Mon 06 de Sep de 2021) $
#$Revision: 268535 $
#$URL: svn://www.crystallography.net/cod/cif/7/12/86/7128654.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_7128654
loop_
_publ_author_name
'Chakraborti, Gargi'
'Mandal, Tirtha'
'Roy, Charles Patriot'
'Dash, Jyotirmayee'
_publ_section_title
;
 A [3+2] cycloaddition-1,2-acyl migration-hydrolysis cascade for
 regioselective synthesis of 1,2,3-triazoles in water.
;
_journal_issue                   64
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              7970
_journal_page_last               7973
_journal_paper_doi               10.1039/d1cc02801d
_journal_volume                  57
_journal_year                    2021
_chemical_formula_moiety         'C8 H7 N3'
_chemical_formula_sum            'C8 H7 N3'
_chemical_formula_weight         145.17
_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   mixed
_audit_creation_date             2020-02-01
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2021-04-20 deposited with the CCDC.	2021-07-13 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 94.649(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   16.9923(16)
_cell_length_b                   5.7180(4)
_cell_length_c                   7.2858(7)
_cell_measurement_reflns_used    3925
_cell_measurement_temperature    110(2)
_cell_measurement_theta_max      26.34
_cell_measurement_theta_min      2.41
_cell_volume                     705.57(11)
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_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 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      110.2
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0664
_diffrn_reflns_av_unetI/netI     0.0501
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            6650
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.371
_diffrn_reflns_theta_min         2.405
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.088
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.4996
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1496 before and 0.0942 after correction.
The Ratio of minimum to maximum transmission is 0.6702.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.367
_exptl_crystal_description       needle
_exptl_crystal_F_000             304
_refine_diff_density_max         0.254
_refine_diff_density_min         -0.395
_refine_diff_density_rms         0.064
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     104
_refine_ls_number_reflns         1434
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.046
_refine_ls_R_factor_all          0.0560
_refine_ls_R_factor_gt           0.0512
_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/[σ²(Fo²)+(0.0844P)²+0.2708P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1349
_refine_ls_wR_factor_ref         0.1418
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1281
_reflns_number_total             1434
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1cc02801d2.cif
_cod_data_source_block           test1_a_CCDC1
_cod_depositor_comments
'Adding full bibliography for 7128653--7128654.cif.'
_cod_database_code               7128654
_shelx_shelxl_version_number     2016/6
_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.
;
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C005(H005), C006(H006), C3(H3), C008(H008), C00A(H00A), C00B(H00B)
;
_olex2_submission_special_instructions 'No special instructions were received'
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
N001 N 0.43552(7) 0.5059(2) 0.67208(18) 0.0213(4) Uani 1 1 d . . . . .
N2 N 0.43304(7) 0.7379(2) 0.68014(17) 0.0210(4) Uani 1 1 d . . . . .
N1 N 0.36926(7) 0.4037(2) 0.60389(18) 0.0199(4) Uani 1 1 d . . . . .
C004 C 0.23826(8) 0.5447(3) 0.48664(19) 0.0153(4) Uani 1 1 d . . . . .
C005 C 0.21746(9) 0.3402(3) 0.3896(2) 0.0175(4) Uani 1 1 d . . . . .
H005 H 0.256724 0.226601 0.370065 0.021 Uiso 1 1 calc R . . . .
C006 C 0.18009(8) 0.7124(3) 0.51111(19) 0.0162(4) Uani 1 1 d . . . . .
H006 H 0.193733 0.853842 0.574245 0.019 Uiso 1 1 calc R . . . .
C3 C 0.35973(9) 0.7915(3) 0.6125(2) 0.0189(4) Uani 1 1 d . . . . .
H3 H 0.338421 0.944806 0.599421 0.023 Uiso 1 1 calc R . . . .
C008 C 0.13986(9) 0.3016(3) 0.3215(2) 0.0190(4) Uani 1 1 d . . . . .
H008 H 0.126192 0.161618 0.256226 0.023 Uiso 1 1 calc R . . . .
C009 C 0.31970(9) 0.5836(2) 0.56403(19) 0.0156(4) Uani 1 1 d . . . . .
C00A C 0.08196(9) 0.4679(3) 0.34876(19) 0.0189(4) Uani 1 1 d . . . . .
H00A H 0.028792 0.441261 0.302820 0.023 Uiso 1 1 calc R . . . .
C00B C 0.10241(9) 0.6728(3) 0.4434(2) 0.0185(4) Uani 1 1 d . . . . .
H00B H 0.063064 0.786438 0.462007 0.022 Uiso 1 1 calc R . . . .
H001 H 0.4852(15) 0.412(4) 0.725(3) 0.055(7) Uiso 1 1 d . . . . .
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
N2 N001 H001 121.4(13) . . ?
N1 N001 N2 115.25(12) . . ?
N1 N001 H001 123.2(13) . . ?
N001 N2 C3 104.17(12) . . ?
N001 N1 C009 103.95(12) . . ?
C005 C004 C006 119.06(14) . . ?
C005 C004 C009 120.87(13) . . ?
C006 C004 C009 120.07(13) . . ?
C004 C005 H005 119.7 . . ?
C008 C005 C004 120.53(14) . . ?
C008 C005 H005 119.7 . . ?
C004 C006 H006 119.9 . . ?
C00B C006 C004 120.25(14) . . ?
C00B C006 H006 119.9 . . ?
N2 C3 H3 125.8 . . ?
N2 C3 C009 108.46(13) . . ?
C009 C3 H3 125.8 . . ?
C005 C008 H008 120.0 . . ?
C005 C008 C00A 120.09(14) . . ?
C00A C008 H008 120.0 . . ?
N1 C009 C004 121.39(13) . . ?
N1 C009 C3 108.17(13) . . ?
C3 C009 C004 130.43(14) . . ?
C008 C00A H00A 120.2 . . ?
C00B C00A C008 119.67(14) . . ?
C00B C00A H00A 120.2 . . ?
C006 C00B H00B 119.8 . . ?
C00A C00B C006 120.38(14) . . ?
C00A C00B H00B 119.8 . . ?
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
N001 N2 1.3287(19) . ?
N001 N1 1.3286(18) . ?
N001 H001 1.05(3) . ?
N2 C3 1.3377(19) . ?
N1 C009 1.346(2) . ?
C004 C005 1.397(2) . ?
C004 C006 1.399(2) . ?
C004 C009 1.468(2) . ?
C005 H005 0.9500 . ?
C005 C008 1.388(2) . ?
C006 H006 0.9500 . ?
C006 C00B 1.390(2) . ?
C3 H3 0.9500 . ?
C3 C009 1.401(2) . ?
C008 H008 0.9500 . ?
C008 C00A 1.394(2) . ?
C00A H00A 0.9500 . ?
C00A C00B 1.389(2) . ?
C00B H00B 0.9500 . ?
