#------------------------------------------------------------------------------
#$Date: 2016-02-14 05:40:26 +0100 (dom 14 de feb de 2016) $
#$Revision: 176432 $
#$URL: svn://www.crystallography.net/cod/cif/7/03/08/7030851.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_7030851
loop_
_publ_author_name
'Chen, Wen-Bin'
'Li, Zhi-Xin'
'Yu, Xin-Wei'
'Yang, Meng'
'Qiu, Yan-Xuan'
'Dong, Wen'
'Sun, Ya-Qiu'
_publ_section_title
;
 Syntheses, structures and properties of 5-azotetrazolyl salicylic acid
 and its dilanthanide complexes.
;
_journal_issue                   24
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              9090
_journal_page_last               9097
_journal_paper_doi               10.1039/c4dt00278d
_journal_volume                  43
_journal_year                    2014
_chemical_formula_sum            'C8 H8 N6 O4'
_chemical_formula_weight         252.20
_chemical_name_systematic
; 
 ? 
;
_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                 91.158(4)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   3.9726(2)
_cell_length_b                   10.6370(6)
_cell_length_c                   24.5982(13)
_cell_measurement_reflns_used    2958
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      25.00
_cell_measurement_theta_min      0.00
_cell_volume                     1039.22(10)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SMART'
_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      296(2)
_diffrn_detector_area_resol_mean none
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega 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  0.0318
_diffrn_reflns_av_unetI/netI     0.0302
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            6711
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.66
_diffrn_standards_decay_%        none
_diffrn_standards_interval_count none
_diffrn_standards_interval_time  none
_diffrn_standards_number         none
_exptl_absorpt_coefficient_mu    0.133
_exptl_absorpt_correction_T_max  0.980
_exptl_absorpt_correction_T_min  0.962
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.612
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             520.0
_exptl_crystal_size_max          0.31
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.516
_refine_diff_density_min         -0.488
_refine_diff_density_rms         0.060
_refine_ls_extinction_coef       0.015(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.090
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     174
_refine_ls_number_reflns         1835
_refine_ls_number_restraints     5
_refine_ls_restrained_S_all      1.095
_refine_ls_R_factor_all          0.0710
_refine_ls_R_factor_gt           0.0561
_refine_ls_shift/su_max          0.011
_refine_ls_shift/su_mean         0.004
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0890P)²+0.6598P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1563
_refine_ls_wR_factor_ref         0.1663
_reflns_number_gt                1436
_reflns_number_total             1835
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c4dt00278d2.cif
_cod_data_source_block           1
_cod_depositor_comments
;Adding full bibliography for 7030851--7030857.cif.

The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'not measured' was changed to '?'
- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 
;
_cod_original_sg_symbol_Hall     -P2yn
_cod_original_sg_symbol_H-M      P21/n
_cod_original_formula_sum        'C8 H8 N6 O4 '
_cod_database_code               7030851
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_calc_flag
_atom_site_refinement_flags
N1 N 0.6380(6) 0.2581(2) -0.05473(9) 0.0363(6) Uani 1 1 d .
N2 N 0.5555(6) 0.1665(2) -0.08427(9) 0.0363(6) Uani 1 1 d .
N3 N 0.8546(6) 0.2775(2) -0.15650(9) 0.0345(6) Uani 1 1 d .
N6 N 0.6008(6) 0.1002(2) -0.17624(9) 0.0383(6) Uani 1 1 d .
H5 H 0.4894 0.0313 -0.1730 0.046 Uiso 1 1 calc R
N5 N 0.7375(6) 0.1445(2) -0.22083(9) 0.0389(6) Uani 1 1 d .
N4 N 0.8920(6) 0.2510(2) -0.20890(9) 0.0381(6) Uani 1 1 d .
C7 C 0.6815(7) 0.4556(3) 0.12276(11) 0.0311(6) Uani 1 1 d .
C3 C 0.2666(7) 0.1545(3) 0.07569(11) 0.0350(7) Uani 1 1 d .
H3 H 0.1435 0.0888 0.0904 0.042 Uiso 1 1 calc R
C4 C 0.3452(7) 0.1524(3) 0.02165(11) 0.0335(7) Uani 1 1 d .
H4 H 0.2738 0.0860 -0.0003 0.040 Uiso 1 1 calc R
C1 C 0.5600(6) 0.3526(2) 0.08710(10) 0.0281(6) Uani 1 1 d .
C2 C 0.3695(7) 0.2542(2) 0.10876(11) 0.0301(6) Uani 1 1 d .
C6 C 0.6366(7) 0.3490(3) 0.03239(11) 0.0303(6) Uani 1 1 d .
H6 H 0.7600 0.4143 0.0174 0.036 Uiso 1 1 calc R
C8 C 0.6695(7) 0.1827(3) -0.13764(11) 0.0313(6) Uani 1 1 d .
C5 C 0.5328(7) 0.2503(3) -0.00024(11) 0.0312(6) Uani 1 1 d .
O2 O 0.5998(5) 0.46282(19) 0.17052(8) 0.0434(6) Uani 1 1 d .
O1 O 0.8811(5) 0.53420(19) 0.09924(8) 0.0415(6) Uani 1 1 d D
H1 H 0.9614 0.5826 0.1220 0.062 Uiso 1 1 calc RD
O3 O 0.2787(6) 0.2525(2) 0.16140(8) 0.0411(6) Uani 1 1 d D
O4 O 0.8189(6) 0.0921(2) 0.22652(10) 0.0552(7) Uani 1 1 d D
H2 H 0.352(10) 0.319(3) 0.1724(17) 0.083 Uiso 1 1 d D
H7 H 0.925(9) 0.050(4) 0.2506(13) 0.083 Uiso 1 1 d D
H8 H 0.975(8) 0.134(3) 0.2098(14) 0.083 Uiso 1 1 d 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 0.0440(14) 0.0397(15) 0.0252(13) -0.0036(11) 0.0034(10) -0.0017(11)
N2 0.0489(14) 0.0333(14) 0.0269(13) -0.0029(10) 0.0046(11) -0.0014(11)
N3 0.0444(13) 0.0315(13) 0.0279(13) -0.0017(10) 0.0045(10) -0.0017(10)
N6 0.0522(15) 0.0315(13) 0.0313(14) -0.0046(11) 0.0042(11) -0.0084(11)
N5 0.0514(15) 0.0391(15) 0.0263(13) -0.0041(11) 0.0054(11) 0.0018(11)
N4 0.0487(14) 0.0407(15) 0.0253(13) 0.0015(11) 0.0073(11) -0.0009(11)
C7 0.0360(14) 0.0305(15) 0.0269(15) -0.0003(12) 0.0008(11) 0.0019(11)
C3 0.0431(16) 0.0300(15) 0.0321(16) 0.0034(12) 0.0068(12) -0.0040(12)
C4 0.0411(15) 0.0287(15) 0.0310(16) -0.0059(11) 0.0020(13) -0.0007(11)
C1 0.0317(13) 0.0294(14) 0.0232(14) 0.0010(11) 0.0010(11) 0.0031(11)
C2 0.0346(14) 0.0332(15) 0.0227(14) 0.0022(11) 0.0040(11) 0.0044(11)
C6 0.0346(14) 0.0305(15) 0.0260(15) 0.0020(11) 0.0053(11) -0.0010(11)
C8 0.0388(15) 0.0301(15) 0.0249(14) -0.0023(11) 0.0011(12) 0.0023(11)
C5 0.0352(14) 0.0351(16) 0.0234(14) -0.0012(12) 0.0043(11) 0.0024(12)
O2 0.0596(14) 0.0464(13) 0.0245(11) -0.0066(9) 0.0060(9) -0.0082(10)
O1 0.0546(13) 0.0381(12) 0.0320(12) -0.0072(9) 0.0066(10) -0.0124(10)
O3 0.0594(13) 0.0425(13) 0.0219(11) 0.0000(9) 0.0102(9) -0.0091(10)
O4 0.0603(15) 0.0564(16) 0.0490(15) 0.0072(11) 0.0045(12) -0.0032(12)
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
N2 N1 C5 115.1(2)
N1 N2 C8 111.1(2)
N4 N3 C8 104.4(2)
C8 N6 N5 106.1(2)
C8 N6 H5 126.9
N5 N6 H5 126.9
N4 N5 N6 108.6(2)
N5 N4 N3 109.7(2)
O2 C7 O1 124.3(3)
O2 C7 C1 121.6(2)
O1 C7 C1 114.1(2)
C4 C3 C2 120.6(2)
C4 C3 H3 119.7
C2 C3 H3 119.7
C3 C4 C5 119.7(3)
C3 C4 H4 120.1
C5 C4 H4 120.1
C6 C1 C2 118.6(2)
C6 C1 C7 121.4(2)
C2 C1 C7 120.0(2)
O3 C2 C3 117.9(2)
O3 C2 C1 122.0(2)
C3 C2 C1 120.0(2)
C5 C6 C1 121.1(2)
C5 C6 H6 119.4
C1 C6 H6 119.4
N6 C8 N3 111.1(2)
N6 C8 N2 121.6(2)
N3 C8 N2 127.3(2)
C6 C5 C4 119.9(2)
C6 C5 N1 114.6(2)
C4 C5 N1 125.4(2)
C7 O1 H1 109.5
C2 O3 H2 102(3)
H7 O4 H8 104(3)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
N1 N2 1.255(3)
N1 C5 1.415(3)
N2 C8 1.408(3)
N3 N4 1.331(3)
N3 C8 1.336(3)
N6 C8 1.318(4)
N6 N5 1.321(3)
N6 H5 0.8600
N5 N4 1.318(3)
C7 O2 1.228(3)
C7 O1 1.296(3)
C7 C1 1.479(4)
C3 C4 1.372(4)
C3 C2 1.392(4)
C3 H3 0.9300
C4 C5 1.395(4)
C4 H4 0.9300
C1 C6 1.386(4)
C1 C2 1.403(4)
C2 O3 1.351(3)
C6 C5 1.380(4)
C6 H6 0.9300
O1 H1 0.8200
O3 H2 0.806(19)
O4 H7 0.850(18)
O4 H8 0.872(18)
