#------------------------------------------------------------------------------
#$Date: 2017-10-13 01:32:00 +0200 (vie 13 de oct de 2017) $
#$Revision: 201954 $
#$URL: svn://www.crystallography.net/cod/cif/1/50/60/1506095.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_1506095
loop_
_publ_author_name
'Gao, Yongnian'
'Lam, Yulin'
_publ_section_title
;
 [3+2] cycloaddition reactions in the solid-phase synthesis of
 1,2,3-triazoles.
;
_journal_issue                   15
_journal_name_full               'Organic letters'
_journal_page_first              3283
_journal_page_last               3285
_journal_paper_doi               10.1021/ol0611494
_journal_volume                  8
_journal_year                    2006
_chemical_formula_sum            'C8 H7 N3'
_chemical_formula_weight         145.17
_chemical_name_systematic
; 
 4-Phenyl-2H-[1,2,3]triazole  
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 95.037(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   17.0442(16)
_cell_length_b                   5.7349(5)
_cell_length_c                   7.3883(7)
_cell_measurement_temperature    223(2)
_cell_volume                     719.39(11)
_computing_cell_refinement       'Bruker XSCANS'
_computing_data_collection       'Bruker XSCANS'
_computing_data_reduction        'Bruker SHELXTL'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      223(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker P4'
_diffrn_measurement_method       '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  0.0382
_diffrn_reflns_av_sigmaI/netI    0.0191
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            6818
_diffrn_reflns_theta_full        24.99
_diffrn_reflns_theta_max         24.99
_diffrn_reflns_theta_min         2.40
_exptl_absorpt_coefficient_mu    0.086
_exptl_absorpt_correction_T_max  0.9914
_exptl_absorpt_correction_T_min  0.9746
_exptl_absorpt_correction_type   none
_exptl_crystal_density_diffrn    1.340
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             304
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.230
_refine_diff_density_min         -0.152
_refine_diff_density_rms         0.044
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.132
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     128
_refine_ls_number_reflns         1269
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.132
_refine_ls_R_factor_all          0.0482
_refine_ls_R_factor_gt           0.0446
_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)+(0.0537P)²+0.2906P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1112
_refine_ls_wR_factor_ref         0.1135
_reflns_number_gt                1163
_reflns_number_total             1269
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ol0611494si20060511_031509.cif
_cod_data_source_block           4-Phenyl-2H-[1,2,3]triazole
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_H-M      P2(1)/c
_cod_database_code               1506095
loop_
_symmetry_equiv_pos_as_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_symmetry_multiplicity
_atom_site_calc_flag
N1 N 0.06702(8) 0.2712(3) 0.3183(2) 0.0365(4) Uani 1 1 d
N2 N 0.06516(9) 0.5013(3) 0.3287(2) 0.0378(4) Uani 1 1 d
H2 H 0.0193(13) 0.592(4) 0.287(3) 0.053(6) Uiso 1 1 d
N3 N 0.13106(8) 0.6010(2) 0.3968(2) 0.0355(4) Uani 1 1 d
C1 C 0.13971(10) 0.2168(3) 0.3852(2) 0.0323(4) Uani 1 1 d
H1 H 0.1571(11) 0.060(4) 0.396(3) 0.042(5) Uiso 1 1 d
C2 C 0.18045(10) 0.4218(3) 0.4351(2) 0.0271(4) Uani 1 1 d
C3 C 0.26182(9) 0.4576(3) 0.5130(2) 0.0256(4) Uani 1 1 d
C4 C 0.28346(10) 0.6608(3) 0.6104(2) 0.0289(4) Uani 1 1 d
H4 H 0.2433(11) 0.776(3) 0.625(3) 0.039(5) Uiso 1 1 d
C5 C 0.36069(10) 0.6956(3) 0.6783(2) 0.0322(4) Uani 1 1 d
H5 H 0.3745(12) 0.838(4) 0.743(3) 0.043(5) Uiso 1 1 d
C6 C 0.41783(10) 0.5299(3) 0.6512(2) 0.0333(4) Uani 1 1 d
H6 H 0.4709(12) 0.553(3) 0.696(3) 0.036(5) Uiso 1 1 d
C7 C 0.39675(10) 0.3273(3) 0.5564(2) 0.0317(4) Uani 1 1 d
H7 H 0.4363(11) 0.210(3) 0.538(3) 0.037(5) Uiso 1 1 d
C8 C 0.31955(10) 0.2908(3) 0.4883(2) 0.0280(4) Uani 1 1 d
H8 H 0.3040(11) 0.148(3) 0.423(3) 0.034(5) Uiso 1 1 d
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
N1 0.0285(8) 0.0343(8) 0.0459(9) -0.0015(7) -0.0019(6) -0.0032(6)
N2 0.0244(8) 0.0351(9) 0.0525(10) 0.0026(7) -0.0046(6) 0.0024(6)
N3 0.0267(8) 0.0310(8) 0.0476(9) 0.0013(6) -0.0034(6) 0.0021(6)
C1 0.0275(9) 0.0277(9) 0.0411(10) -0.0005(7) -0.0006(7) -0.0005(7)
C2 0.0272(8) 0.0260(8) 0.0282(8) 0.0003(6) 0.0036(6) 0.0009(6)
C3 0.0270(8) 0.0239(8) 0.0261(8) 0.0038(6) 0.0032(6) -0.0010(6)
C4 0.0326(9) 0.0239(8) 0.0304(8) 0.0008(7) 0.0049(7) 0.0013(7)
C5 0.0377(10) 0.0299(9) 0.0289(8) -0.0010(7) 0.0022(7) -0.0082(7)
C6 0.0256(9) 0.0450(10) 0.0291(9) 0.0041(7) 0.0002(7) -0.0074(7)
C7 0.0285(9) 0.0347(9) 0.0320(9) 0.0028(7) 0.0035(7) 0.0038(7)
C8 0.0312(9) 0.0248(8) 0.0280(8) -0.0007(7) 0.0019(6) 0.0006(7)
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
N2 N1 C1 103.82(14)
N3 N2 N1 115.50(14)
N2 N3 C2 104.20(14)
N1 C1 C2 109.01(15)
N3 C2 C1 107.47(15)
N3 C2 C3 121.90(15)
C1 C2 C3 130.62(15)
C8 C3 C4 118.68(15)
C8 C3 C2 120.37(15)
C4 C3 C2 120.94(15)
C5 C4 C3 120.37(16)
C4 C5 C6 120.49(16)
C7 C6 C5 119.49(16)
C8 C7 C6 120.40(16)
C7 C8 C3 120.55(16)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
N1 N2 1.322(2)
N1 C1 1.330(2)
N2 N3 1.320(2)
N3 C2 1.343(2)
C1 C2 1.398(2)
C2 C3 1.468(2)
C3 C8 1.395(2)
C3 C4 1.402(2)
C4 C5 1.381(2)
C5 C6 1.388(3)
C6 C7 1.388(3)
C7 C8 1.383(2)
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
C1 N1 N2 N3 0.2(2)
N1 N2 N3 C2 -0.2(2)
N2 N1 C1 C2 -0.01(19)
N2 N3 C2 C1 0.21(18)
N2 N3 C2 C3 179.40(14)
N1 C1 C2 N3 -0.1(2)
N1 C1 C2 C3 -179.22(16)
N3 C2 C3 C8 -155.39(16)
C1 C2 C3 C8 23.6(3)
N3 C2 C3 C4 23.5(2)
C1 C2 C3 C4 -157.55(17)
C8 C3 C4 C5 0.8(2)
C2 C3 C4 C5 -178.03(14)
C3 C4 C5 C6 -0.1(2)
C4 C5 C6 C7 -0.5(3)
C5 C6 C7 C8 0.4(3)
C6 C7 C8 C3 0.4(2)
C4 C3 C8 C7 -1.0(2)
C2 C3 C8 C7 177.91(14)
loop_
_cod_related_entry_id
_cod_related_entry_code
_cod_related_entry_database
1 120855 ChemSpider
