#------------------------------------------------------------------------------
#$Date: 2016-03-26 21:17:49 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180472 $
#$URL: svn://www.crystallography.net/cod/cif/7/21/41/7214137.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_7214137
loop_
_publ_author_name
'Wang, Jin-Hua'
'Tang, Gui-Mei'
'Wang, Yong-Tao'
'Qin, Ting-Xiao'
'Ng, Seik Weng'
_publ_section_title
;
 Metal-directed assembly of coordination polymers with the versatile
 ligand 2-(1H-benzotriazol-1-yl) acetic acid: from discrete structures to
 two-dimensional networks
;
_journal_issue                   13
_journal_name_full               CrystEngComm
_journal_page_first              2660
_journal_paper_doi               10.1039/c3ce42099j
_journal_volume                  16
_journal_year                    2014
_chemical_formula_moiety         'C8 H7 N3 O2'
_chemical_formula_sum            'C8 H7 N3 O2'
_chemical_formula_weight         177.17
_chemical_name_systematic
; 
 ? 
;
_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                 113.097(1)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   13.2539(16)
_cell_length_b                   4.4978(5)
_cell_length_c                   15.1638(18)
_cell_measurement_reflns_used    2050
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.2963
_cell_measurement_theta_min      2.7373
_cell_volume                     831.51(17)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker SMART APEX diffractometer'
_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  0.0267
_diffrn_reflns_av_sigmaI/netI    0.0261
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            6783
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         1.67
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.106
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            pink
_exptl_crystal_density_diffrn    1.415
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             368
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.182
_refine_diff_density_min         -0.209
_refine_diff_density_rms         0.052
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     122
_refine_ls_number_reflns         1900
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.045
_refine_ls_R_factor_all          0.0581
_refine_ls_R_factor_gt           0.0409
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0611P)²+0.1022P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1062
_refine_ls_wR_factor_ref         0.1181
_reflns_number_gt                1417
_reflns_number_total             1900
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            c3ce42099j.txt
_cod_data_source_block           compound_HBTA
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7214137
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
_atom_site_refinement_flags
O1 O 0.39230(10) 0.4724(3) 0.16481(7) 0.0545(3) Uani 1 1 d D
H1 H 0.3646(16) 0.566(5) 0.1114(10) 0.093(7) Uiso 1 1 d D
O2 O 0.26745(13) 0.7218(4) 0.19925(9) 0.0908(6) Uani 1 1 d .
N1 N 0.34285(10) 0.4941(3) 0.38235(8) 0.0427(3) Uani 1 1 d .
N2 N 0.38833(10) 0.6899(3) 0.45433(8) 0.0480(3) Uani 1 1 d .
N3 N 0.32623(11) 0.7032(3) 0.50318(8) 0.0497(3) Uani 1 1 d .
C1 C 0.34401(13) 0.5565(3) 0.22140(10) 0.0464(4) Uani 1 1 d .
C2 C 0.39874(13) 0.4220(4) 0.31975(10) 0.0489(4) Uani 1 1 d .
H2A H 0.4009 0.2076 0.3137 0.059 Uiso 1 1 calc R
H2B H 0.4738 0.4928 0.3487 0.059 Uiso 1 1 calc R
C3 C 0.24866(12) 0.3781(3) 0.38359(9) 0.0409(3) Uani 1 1 d .
C4 C 0.17178(14) 0.1748(4) 0.32539(11) 0.0533(4) Uani 1 1 d .
H4 H 0.1786 0.0857 0.2727 0.064 Uiso 1 1 calc R
C5 C 0.08578(15) 0.1149(4) 0.35092(14) 0.0653(5) Uani 1 1 d .
H5 H 0.0321 -0.0181 0.3140 0.078 Uiso 1 1 calc R
C6 C 0.07566(16) 0.2477(5) 0.43113(14) 0.0685(5) Uani 1 1 d .
H6 H 0.0156 0.1992 0.4455 0.082 Uiso 1 1 calc R
C7 C 0.15080(15) 0.4446(4) 0.48826(12) 0.0591(4) Uani 1 1 d .
H7 H 0.1440 0.5297 0.5416 0.071 Uiso 1 1 calc R
C8 C 0.23900(13) 0.5128(3) 0.46273(10) 0.0445(4) Uani 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'
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
C1 O1 H1 109.7(15)
N2 N1 C3 111.16(11)
N2 N1 C2 119.68(12)
C3 N1 C2 129.06(13)
N3 N2 N1 107.95(12)
N2 N3 C8 108.96(11)
O2 C1 O1 125.04(14)
O2 C1 C2 123.67(13)
O1 C1 C2 111.28(13)
N1 C2 C1 112.75(12)
N1 C2 H2A 109.0
C1 C2 H2A 109.0
N1 C2 H2B 109.0
C1 C2 H2B 109.0
H2A C2 H2B 107.8
N1 C3 C8 103.89(13)
N1 C3 C4 133.56(13)
C8 C3 C4 122.55(14)
C5 C4 C3 115.67(15)
C5 C4 H4 122.2
C3 C4 H4 122.2
C4 C5 C6 122.27(18)
C4 C5 H5 118.9
C6 C5 H5 118.9
C7 C6 C5 122.17(16)
C7 C6 H6 118.9
C5 C6 H6 118.9
C6 C7 C8 116.62(16)
C6 C7 H7 121.7
C8 C7 H7 121.7
N3 C8 C3 108.04(12)
N3 C8 C7 131.25(14)
C3 C8 C7 120.71(15)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O1 C1 1.3117(17)
O1 H1 0.857(10)
O2 C1 1.1950(19)
N1 N2 1.3470(17)
N1 C3 1.3599(18)
N1 C2 1.4514(17)
N2 N3 1.3069(16)
N3 C8 1.375(2)
C1 C2 1.506(2)
C2 H2A 0.9700
C2 H2B 0.9700
C3 C8 1.3943(19)
C3 C4 1.396(2)
C4 C5 1.367(2)
C4 H4 0.9300
C5 C6 1.408(3)
C5 H5 0.9300
C6 C7 1.360(3)
C6 H6 0.9300
C7 C8 1.402(2)
C7 H7 0.9300
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O1 H1 N3 0.86(1) 1.84(1) 2.687(2) 171(2) 4_575
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
C3 N1 N2 N3 0.43(15)
C2 N1 N2 N3 -176.28(12)
N1 N2 N3 C8 0.16(15)
N2 N1 C2 C1 -107.19(15)
C3 N1 C2 C1 76.77(19)
O2 C1 C2 N1 4.9(3)
O1 C1 C2 N1 -176.06(13)
N2 N1 C3 C8 -0.80(15)
C2 N1 C3 C8 175.52(13)
N2 N1 C3 C4 178.98(15)
C2 N1 C3 C4 -4.7(3)
N1 C3 C4 C5 -179.80(15)
C8 C3 C4 C5 -0.1(2)
C3 C4 C5 C6 -0.5(3)
C4 C5 C6 C7 0.1(3)
C5 C6 C7 C8 0.8(3)
N2 N3 C8 C3 -0.66(16)
N2 N3 C8 C7 179.47(16)
N1 C3 C8 N3 0.87(15)
C4 C3 C8 N3 -178.95(13)
N1 C3 C8 C7 -179.24(14)
C4 C3 C8 C7 0.9(2)
C6 C7 C8 N3 178.60(16)
C6 C7 C8 C3 -1.3(2)
