#------------------------------------------------------------------------------
#$Date: 2017-10-14 22:58:33 +0300 (Sat, 14 Oct 2017) $
#$Revision: 202018 $
#$URL: file:///home/coder/svn-repositories/cod/cif/8/10/24/8102458.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_8102458
loop_
_publ_author_name
'Zhiyi Cheng'
'Kuan Lu'
'Wenjie Li'
'Feng He'
_publ_section_title
;
 Crystal structure of 5-(4-methoxyphenyl)-4-cyano-1H-1,2,3-triazole,
 C10H8N4O
;
_journal_issue                   3
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              507
_journal_volume                  224
_journal_year                    2009
_chemical_formula_sum            'C10 H8 N4 O'
_chemical_formula_weight         200.20
_chemical_name_systematic
; 
5-(4-Methoxyphenyl)-4-cyano-1H-1,2,3-triazole 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 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                 97.199(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   5.2065(9)
_cell_length_b                   9.6655(16)
_cell_length_c                   19.067(3)
_cell_measurement_temperature    173(2)
_cell_volume                     952.0(3)
_computing_molecular_graphics    'SHELXTL (Bruker, 1997)'
_computing_publication_material  SHELXTL
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.989
_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  0.0226
_diffrn_reflns_av_sigmaI/netI    0.0275
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            5726
_diffrn_reflns_theta_full        27.08
_diffrn_reflns_theta_max         27.08
_diffrn_reflns_theta_min         2.15
_exptl_absorpt_coefficient_mu    0.097
_exptl_crystal_colour            'faint pink'
_exptl_crystal_density_diffrn    1.397
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             416
_exptl_crystal_size_max          0.48
_exptl_crystal_size_mid          0.42
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.233
_refine_diff_density_min         -0.189
_refine_diff_density_rms         0.046
_refine_ls_extinction_coef       0.0078(19)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     169
_refine_ls_number_reflns         2076
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.047
_refine_ls_R_factor_all          0.0545
_refine_ls_R_factor_gt           0.0389
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0606P)²+0.1410P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0989
_refine_ls_wR_factor_ref         0.1092
_reflns_number_gt                1601
_reflns_number_total             2076
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            1267-2637.cff
_cod_data_source_block           compoud_1
_cod_original_sg_symbol_H-M      P2(1)/n
_cod_database_code               8102458
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -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_Wyckoff_symbol
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.9696(2) 0.23253(13) 0.18920(7) 0.0280(3) Uani 1 4 e d . . .
C2 C 0.9287(2) 0.37416(12) 0.18613(6) 0.0252(3) Uani 1 4 e d . . .
C3 C 0.8146(3) 0.12290(13) 0.15730(8) 0.0350(3) Uani 1 4 e d . . .
C4 C 0.7285(2) 0.46003(13) 0.14737(6) 0.0248(3) Uani 1 4 e d . . .
C5 C 0.5208(3) 0.39978(14) 0.10465(7) 0.0297(3) Uani 1 4 e d . . .
C6 C 0.3330(3) 0.47977(14) 0.06760(7) 0.0313(3) Uani 1 4 e d . . .
C7 C 0.3471(2) 0.62364(13) 0.07222(7) 0.0278(3) Uani 1 4 e d . . .
C8 C 0.5518(3) 0.68593(13) 0.11398(7) 0.0300(3) Uani 1 4 e d . . .
C9 C 0.7394(3) 0.60401(13) 0.15086(7) 0.0301(3) Uani 1 4 e d . . .
C10 C 0.1442(4) 0.83991(16) 0.04136(10) 0.0456(4) Uani 1 4 e d . . .
N1 N 1.1346(2) 0.42332(12) 0.22890(6) 0.0280(3) Uani 1 4 e d . . .
N2 N 1.2945(2) 0.32241(11) 0.25622(6) 0.0318(3) Uani 1 4 e d . . .
N3 N 1.1949(2) 0.20508(11) 0.23225(6) 0.0315(3) Uani 1 4 e d . . .
N4 N 0.6868(3) 0.03554(13) 0.13172(8) 0.0524(4) Uani 1 4 e d . . .
O1 O 0.15295(18) 0.69364(10) 0.03297(5) 0.0371(3) Uani 1 4 e d . . .
H1 H 1.177(3) 0.5162(18) 0.2425(9) 0.049(5) Uiso 1 4 e d . . .
H2 H 0.878(3) 0.6454(15) 0.1784(8) 0.032(4) Uiso 1 4 e d . . .
H3 H 0.574(3) 0.7831(18) 0.1187(8) 0.039(4) Uiso 1 4 e d . . .
H4 H 0.191(3) 0.4404(15) 0.0385(8) 0.036(4) Uiso 1 4 e d . . .
H5 H 0.507(3) 0.3008(16) 0.0996(7) 0.036(4) Uiso 1 4 e d . . .
H6 H 0.300(3) 0.8845(19) 0.0237(10) 0.062(5) Uiso 1 4 e d . . .
H7 H -0.015(4) 0.8699(18) 0.0125(9) 0.054(5) Uiso 1 4 e d . . .
H8 H 0.142(3) 0.8647(19) 0.0929(10) 0.064(5) Uiso 1 4 e 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'
O O 0.0106 0.0060 '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
N3 C1 C2 109.39(11) . . ?
N3 C1 C3 120.61(12) . . ?
C2 C1 C3 129.97(12) . . ?
N1 C2 C1 102.48(11) . . ?
N1 C2 C4 124.67(11) . . ?
C1 C2 C4 132.83(12) . . ?
N4 C3 C1 179.08(16) . . ?
C9 C4 C5 117.90(12) . . ?
C9 C4 C2 121.43(11) . . ?
C5 C4 C2 120.66(12) . . ?
C6 C5 C4 121.02(12) . . ?
C5 C6 C7 120.08(13) . . ?
O1 C7 C8 124.42(12) . . ?
O1 C7 C6 115.57(12) . . ?
C8 C7 C6 120.00(12) . . ?
C9 C8 C7 119.21(12) . . ?
C8 C9 C4 121.78(12) . . ?
N2 N1 C2 112.66(11) . . ?
N3 N2 N1 107.16(10) . . ?
N2 N3 C1 108.30(10) . . ?
C7 O1 C10 117.64(11) . . ?
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
C1 N3 1.3708(17) . ?
C1 C2 1.3855(18) . ?
C1 C3 1.4216(19) . ?
C2 N1 1.3495(16) . ?
C2 C4 1.4589(17) . ?
C3 N4 1.1454(18) . ?
C4 C9 1.3940(18) . ?
C4 C5 1.3969(17) . ?
C5 C6 1.3710(18) . ?
C6 C7 1.3948(18) . ?
C7 O1 1.3602(15) . ?
C7 C8 1.3856(18) . ?
C8 C9 1.3796(19) . ?
C10 O1 1.4241(17) . ?
N1 N2 1.3443(14) . ?
N2 N3 1.3055(15) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 4253299
