#------------------------------------------------------------------------------
#$Date: 2017-10-13 13:42:48 +0200 (vie 13 de oct de 2017) $
#$Revision: 201982 $
#$URL: svn://www.crystallography.net/cod/cif/4/32/93/4329338.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_4329338
loop_
_publ_author_name
'Daniel Lässig'
'Jörg Lincke'
'Renata Gerhardt'
'Harald Krautscheid'
_publ_contact_author_address
;
Universität Leipzig
Fakultät für Chemie und Mineralogie
Institut für Anorganische  Chemie
Johannisallee 29
D-04103 Leipzig
Germany
;
_publ_contact_author_email       Krautscheid@rz.uni-leipzig.de
_publ_contact_author_fax         00493419736199
_publ_contact_author_name
;
Harald Krautscheid
;
_publ_contact_author_phone       00493419736172
_publ_section_title
;
 Solid-State Syntheses of Coordination Polymers by Thermal Conversion of
 Molecular Building Blocks and Polymeric Precursors
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              6180
_journal_page_last               6189
_journal_paper_doi               10.1021/ic300235s
_journal_volume                  51
_journal_year                    2012
_chemical_formula_moiety         'C10 H9 N3 O2'
_chemical_formula_sum            'C10 H9 N3 O2'
_chemical_formula_weight         203.20
_chemical_name_systematic
;
4-(3-methyl-4H-1,2,4-triazol-4-yl)benzoic acid
;
_space_group_IT_number           61
_symmetry_cell_setting           orthorhombic
_symmetry_Int_Tables_number      61
_symmetry_space_group_name_Hall  '-P 2ac 2ab'
_symmetry_space_group_name_H-M   'P b c a'
_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                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   8.2524(12)
_cell_length_b                   20.189(2)
_cell_length_c                   11.2555(17)
_cell_measurement_reflns_used    3463
_cell_measurement_temperature    213(2)
_cell_measurement_theta_max      25.81
_cell_measurement_theta_min      1.65
_cell_volume                     1875.3(4)
_computing_cell_refinement       'STOE X-AREA'
_computing_data_collection       'STOE X-AREA'
_computing_data_reduction        'STOE X-AREA, STOE X-RED'
_computing_molecular_graphics    'DIAMOND 3.2, XP'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      213(2)
_diffrn_detector_area_resol_mean 6.67
_diffrn_measured_fraction_theta_full 0.966
_diffrn_measured_fraction_theta_max 0.966
_diffrn_measurement_device_type  'STOE IPDS-I'
_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  0.0348
_diffrn_reflns_av_sigmaI/netI    0.0311
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            4490
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         2.71
_diffrn_standards_number         none
_exptl_absorpt_coefficient_mu    0.104
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.439
_exptl_crystal_description       needle
_exptl_crystal_F_000             848
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.192
_refine_diff_density_min         -0.147
_refine_diff_density_rms         0.034
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.008
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     138
_refine_ls_number_reflns         1590
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.008
_refine_ls_R_factor_all          0.0427
_refine_ls_R_factor_gt           0.0341
_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)+(0.0618P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0889
_refine_ls_wR_factor_ref         0.0914
_reflns_number_gt                1285
_reflns_number_total             1590
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic300235s_si_002_1.cif
_cod_data_source_block           H(H-Me-trz-pba)_I
_cod_original_cell_volume        1875.2(5)
_cod_database_code               4329338
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'-x-1/2, y-1/2, 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
C1 C 0.3597(2) 0.44665(6) 0.77135(12) 0.0341(4) Uani 1 1 d .
C2 C 0.4128(2) 0.51471(6) 0.73543(12) 0.0310(3) Uani 1 1 d .
C3 C 0.4855(2) 0.55851(6) 0.81491(12) 0.0360(4) Uani 1 1 d .
H3 H 0.4952 0.5469 0.8955 0.043 Uiso 1 1 calc R
C4 C 0.5438(2) 0.61936(7) 0.77539(12) 0.0359(4) Uani 1 1 d .
H4 H 0.5935 0.6490 0.8285 0.043 Uiso 1 1 calc R
C5 C 0.52733(19) 0.63551(6) 0.65637(12) 0.0291(3) Uani 1 1 d .
C6 C 0.4511(2) 0.59335(6) 0.57677(12) 0.0335(4) Uani 1 1 d .
H6 H 0.4380 0.6057 0.4968 0.040 Uiso 1 1 calc R
C7 C 0.3945(2) 0.53287(7) 0.61681(12) 0.0342(4) Uani 1 1 d .
H7 H 0.3433 0.5038 0.5635 0.041 Uiso 1 1 calc R
C10 C 0.6945(2) 0.70434(6) 0.51711(12) 0.0357(4) Uani 1 1 d .
H10 H 0.7395 0.6690 0.4739 0.043 Uiso 1 1 calc R
C9 C 0.55500(19) 0.76005(6) 0.64648(12) 0.0291(3) Uani 1 1 d .
C8 C 0.4431(2) 0.77682(7) 0.74397(14) 0.0407(4) Uani 1 1 d .
H8A H 0.4984 0.7717 0.8195 0.061 Uiso 1 1 calc R
H8B H 0.3501 0.7475 0.7414 0.061 Uiso 1 1 calc R
H8C H 0.4073 0.8223 0.7353 0.061 Uiso 1 1 calc R
N2 N 0.72146(19) 0.76665(6) 0.49437(11) 0.0389(4) Uani 1 1 d .
N1 N 0.63128(17) 0.80214(5) 0.57739(10) 0.0333(3) Uani 1 1 d .
N3 N 0.59236(16) 0.69696(5) 0.61172(10) 0.0293(3) Uani 1 1 d .
O1 O 0.38092(17) 0.43338(5) 0.88509(8) 0.0430(3) Uani 1 1 d .
H1 H 0.3710 0.3929 0.8963 0.064 Uiso 1 1 calc R
O2 O 0.30645(19) 0.40720(5) 0.70015(9) 0.0546(4) Uani 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
C1 0.0424(10) 0.0232(6) 0.0368(7) 0.0000(5) 0.0040(7) -0.0006(6)
C2 0.0351(9) 0.0220(6) 0.0360(7) -0.0003(5) 0.0025(6) 0.0006(6)
C3 0.0484(11) 0.0274(7) 0.0321(7) 0.0023(5) -0.0032(7) -0.0009(6)
C4 0.0471(10) 0.0254(7) 0.0352(7) -0.0016(5) -0.0063(7) -0.0046(6)
C5 0.0318(9) 0.0197(6) 0.0356(7) 0.0006(5) 0.0008(6) 0.0007(6)
C6 0.0449(10) 0.0255(7) 0.0300(7) 0.0011(5) -0.0010(6) 0.0000(6)
C7 0.0428(10) 0.0244(7) 0.0354(7) -0.0046(5) -0.0016(6) -0.0041(6)
C10 0.0475(10) 0.0251(7) 0.0346(7) -0.0034(5) 0.0072(7) -0.0015(6)
C9 0.0357(9) 0.0207(6) 0.0309(7) -0.0002(5) -0.0040(6) 0.0002(5)
C8 0.0453(11) 0.0332(7) 0.0436(8) -0.0020(6) 0.0052(7) 0.0024(6)
N2 0.0541(10) 0.0268(6) 0.0357(6) -0.0020(5) 0.0087(6) -0.0041(5)
N1 0.0434(8) 0.0235(5) 0.0331(6) -0.0012(4) 0.0003(5) -0.0009(5)
N3 0.0363(8) 0.0200(5) 0.0315(6) 0.0002(4) -0.0008(5) -0.0014(5)
O1 0.0711(9) 0.0221(5) 0.0358(5) 0.0023(4) 0.0040(5) -0.0049(5)
O2 0.0880(11) 0.0306(6) 0.0450(6) 0.0019(5) -0.0095(6) -0.0194(6)
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
O2 C1 O1 123.79(12)
O2 C1 C2 122.03(12)
O1 C1 C2 114.15(12)
C7 C2 C3 119.67(12)
C7 C2 C1 117.93(12)
C3 C2 C1 122.33(13)
C4 C3 C2 120.23(13)
C4 C3 H3 119.9
C2 C3 H3 119.9
C5 C4 C3 118.87(13)
C5 C4 H4 120.6
C3 C4 H4 120.6
C4 C5 C6 121.64(12)
C4 C5 N3 120.20(12)
C6 C5 N3 118.15(12)
C7 C6 C5 118.99(13)
C7 C6 H6 120.5
C5 C6 H6 120.5
C6 C7 C2 120.55(13)
C6 C7 H7 119.7
C2 C7 H7 119.7
N2 C10 N3 111.33(12)
N2 C10 H10 124.3
N3 C10 H10 124.3
N1 C9 N3 108.99(13)
N1 C9 C8 126.37(12)
N3 C9 C8 124.63(13)
C9 C8 H8A 109.5
C9 C8 H8B 109.5
H8A C8 H8B 109.5
C9 C8 H8C 109.5
H8A C8 H8C 109.5
H8B C8 H8C 109.5
C10 N2 N1 105.88(12)
C9 N1 N2 108.70(11)
C10 N3 C9 105.10(11)
C10 N3 C5 126.51(11)
C9 N3 C5 128.15(13)
C1 O1 H1 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 O2 1.2122(18)
C1 O1 1.3197(17)
C1 C2 1.4980(18)
C2 C7 1.393(2)
C2 C3 1.394(2)
C3 C4 1.392(2)
C3 H3 0.9400
C4 C5 1.3854(19)
C4 H4 0.9400
C5 C6 1.387(2)
C5 N3 1.4421(17)
C6 C7 1.383(2)
C6 H6 0.9400
C7 H7 0.9400
C10 N2 1.3029(17)
C10 N3 1.366(2)
C10 H10 0.9400
C9 N1 1.3126(19)
C9 N3 1.3677(17)
C9 C8 1.473(2)
C8 H8A 0.9700
C8 H8B 0.9700
C8 H8C 0.9700
N2 N1 1.3931(18)
O1 H1 0.8300
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 26961681
