#------------------------------------------------------------------------------
#$Date: 2016-03-26 00:51:26 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180099 $
#$URL: svn://www.crystallography.net/cod/cif/7/05/45/7054564.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_7054564
loop_
_publ_author_name
'Chen, Wen-Bin'
'Li, Zhi-Xin'
'Yu, Xin-Wei'
'Yang, Meng'
'Qiu, Yan-Xuan'
'Dong, Wen'
_publ_section_title
;
 M2+and Ln3+-catalyzed synthesis of a [1,2,4]triazine core via
 intramolecular C--H/N--H functionalization and C--N bond formation (M =
 Mn, Zn, Cd; Ln = Dy, Tb)
;
_journal_issue                   2
_journal_name_full               'New J. Chem.'
_journal_page_first              1222
_journal_paper_doi               10.1039/C4NJ01027B
_journal_volume                  39
_journal_year                    2015
_chemical_formula_sum            'C16 H16 Cd N10 O6'
_chemical_formula_weight         556.80
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_audit_update_record
;
2014-11-19 deposited with the CCDC.
2014-11-25 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 94.203(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   19.4542(7)
_cell_length_b                   8.1626(3)
_cell_length_c                   12.0696(5)
_cell_measurement_reflns_used    6550
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      2.71
_cell_volume                     1911.46(13)
_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      293(2)
_diffrn_detector_area_resol_mean none
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_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  0.0200
_diffrn_reflns_av_sigmaI/netI    0.0182
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            7866
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_min         2.71
_diffrn_standards_decay_%        none
_diffrn_standards_interval_count none
_diffrn_standards_interval_time  none
_diffrn_standards_number         none
_exptl_absorpt_coefficient_mu    1.206
_exptl_absorpt_correction_T_max  0.8688
_exptl_absorpt_correction_T_min  0.7857
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.935
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1112
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.590
_refine_diff_density_min         -0.596
_refine_diff_density_rms         0.098
_refine_ls_extinction_coef       0.0011(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.121
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     152
_refine_ls_number_reflns         2193
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.121
_refine_ls_R_factor_all          0.0210
_refine_ls_R_factor_gt           0.0202
_refine_ls_shift/su_max          0.008
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0392P)²+2.6363P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0671
_refine_ls_wR_factor_ref         0.0676
_reflns_number_gt                2116
_reflns_number_total             2194
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c4nj01027b2.cif
_cod_data_source_block           4
_cod_depositor_comments
;
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 

 Adding full bibliography for 7054561--7054565.cif.
;
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               7054564
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -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
Cd1 Cd 0.0000 0.14196(2) 0.2500 0.02182(10) Uani 1 2 d S
O1 O 0.45752(8) 0.1708(2) 0.08372(14) 0.0292(3) Uani 1 1 d .
O4 O 0.0000 -0.1300(3) 0.2500 0.0521(9) Uani 1 2 d S
H6 H -0.0127 -0.1785 0.1971 0.078 Uiso 1 1 d R
O2 O 0.03262(9) 0.1741(2) 0.43429(14) 0.0369(4) Uani 1 1 d .
H2 H 0.0583 0.1187 0.4697 0.055 Uiso 1 1 d R
H3 H 0.0087 0.2254 0.4721 0.055 Uiso 1 1 d R
O3 O 0.0000 0.4348(3) 0.2500 0.0364(5) Uani 1 2 d S
H4 H 0.0116 0.4874 0.3015 0.055 Uiso 1 1 d R
N3 N 0.11526(9) 0.1631(2) 0.21667(16) 0.0249(4) Uani 1 1 d .
N2 N 0.22154(9) 0.2727(2) 0.25422(14) 0.0243(4) Uani 1 1 d .
N1 N 0.22113(9) 0.1676(2) 0.16667(14) 0.0205(3) Uani 1 1 d .
N4 N 0.14235(9) -0.0059(2) 0.06015(16) 0.0278(4) Uani 1 1 d .
N5 N 0.19293(9) -0.0480(2) -0.00104(15) 0.0263(4) Uani 1 1 d .
C1 C 0.15694(11) 0.2636(3) 0.28015(18) 0.0260(4) Uani 1 1 d .
H1 H 0.1410 0.3230 0.3388 0.031 Uiso 1 1 calc R
C2 C 0.15734(10) 0.1019(3) 0.14400(17) 0.0224(4) Uani 1 1 d .
C3 C 0.25721(10) 0.0129(2) 0.02062(16) 0.0220(4) Uani 1 1 d .
C4 C 0.27583(11) 0.1255(2) 0.10706(17) 0.0202(4) Uani 1 1 d .
C5 C 0.34174(10) 0.1840(3) 0.12927(17) 0.0233(4) Uani 1 1 d .
H5 H 0.3517 0.2582 0.1867 0.028 Uiso 1 1 calc R
C6 C 0.39398(11) 0.1289(2) 0.06299(18) 0.0229(4) Uani 1 1 d .
C7 C 0.37524(11) 0.0183(3) -0.02695(17) 0.0257(4) Uani 1 1 d .
H7 H 0.4090 -0.0157 -0.0726 0.031 Uiso 1 1 calc R
C8 C 0.30987(11) -0.0383(3) -0.04750(17) 0.0259(4) Uani 1 1 d .
H8 H 0.2996 -0.1104 -0.1060 0.031 Uiso 1 1 calc R
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'
Cd Cd -0.8075 1.2024 '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
O4 Cd1 O2 96.60(5) . .
O4 Cd1 O2 96.60(5) . 2
O2 Cd1 O2 166.81(10) . 2
O4 Cd1 N3 94.28(5) . .
O2 Cd1 N3 87.54(6) . .
O2 Cd1 N3 91.48(6) 2 .
O4 Cd1 N3 94.28(5) . 2
O2 Cd1 N3 91.48(6) . 2
O2 Cd1 N3 87.54(6) 2 2
N3 Cd1 N3 171.43(9) . 2
O4 Cd1 O3 180.0 . .
O2 Cd1 O3 83.40(5) . .
O2 Cd1 O3 83.40(5) 2 .
N3 Cd1 O3 85.72(5) . .
N3 Cd1 O3 85.72(5) 2 .
Cd1 O4 H6 120.7 . .
Cd1 O2 H2 126.2 . .
Cd1 O2 H3 119.2 . .
H2 O2 H3 111.7 . .
Cd1 O3 H4 123.7 . .
C2 N3 C1 103.17(17) . .
C2 N3 Cd1 137.09(15) . .
C1 N3 Cd1 119.72(14) . .
C1 N2 N1 101.37(16) . .
N2 N1 C2 110.98(17) . .
N2 N1 C4 127.21(17) . .
C2 N1 C4 121.79(17) . .
N5 N4 C2 117.29(17) . .
N4 N5 C3 120.86(18) . .
N2 C1 N3 116.24(18) . .
N2 C1 H1 121.9 . .
N3 C1 H1 121.9 . .
N3 C2 N4 128.49(19) . .
N3 C2 N1 108.24(18) . .
N4 C2 N1 123.27(19) . .
N5 C3 C4 124.27(19) . .
N5 C3 C8 118.35(18) . .
C4 C3 C8 117.38(18) . .
N1 C4 C5 123.97(19) . .
N1 C4 C3 112.48(18) . .
C5 C4 C3 123.55(19) . .
C4 C5 C6 118.56(19) . .
C4 C5 H5 120.7 . .
C6 C5 H5 120.7 . .
O1 C6 C5 121.7(2) . .
O1 C6 C7 119.95(19) . .
C5 C6 C7 118.32(19) . .
C8 C7 C6 122.23(19) . .
C8 C7 H7 118.9 . .
C6 C7 H7 118.9 . .
C7 C8 C3 119.92(19) . .
C7 C8 H8 120.0 . .
C3 C8 H8 120.0 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cd1 O4 2.219(2) .
Cd1 O2 2.2831(16) .
Cd1 O2 2.2831(16) 2
Cd1 N3 2.3134(18) .
Cd1 N3 2.3134(18) 2
Cd1 O3 2.390(2) .
O1 C6 1.289(3) .
O4 H6 0.7760 .
O2 H2 0.7780 .
O2 H3 0.7955 .
O3 H4 0.7751 .
N3 C2 1.340(3) .
N3 C1 1.351(3) .
N2 C1 1.319(3) .
N2 N1 1.361(2) .
N1 C2 1.361(3) .
N1 C4 1.371(3) .
N4 N5 1.319(2) .
N4 C2 1.356(3) .
N5 C3 1.353(3) .
C1 H1 0.9300 .
C3 C4 1.417(3) .
C3 C8 1.423(3) .
C4 C5 1.376(3) .
C5 C6 1.412(3) .
C5 H5 0.9300 .
C6 C7 1.438(3) .
C7 C8 1.359(3) .
C7 H7 0.9300 .
C8 H8 0.9300 .
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
_geom_torsion_site_symmetry_1
O4 Cd1 N3 C2 50.9(2) .
O2 Cd1 N3 C2 147.3(2) .
O2 Cd1 N3 C2 -45.8(2) 2
N3 Cd1 N3 C2 -129.1(2) 2
O3 Cd1 N3 C2 -129.1(2) .
O4 Cd1 N3 C1 -131.15(16) .
O2 Cd1 N3 C1 -34.72(17) .
O2 Cd1 N3 C1 132.12(17) 2
N3 Cd1 N3 C1 48.85(16) 2
O3 Cd1 N3 C1 48.85(16) .
C1 N2 N1 C2 0.3(2) .
C1 N2 N1 C4 -178.5(2) .
C2 N4 N5 C3 0.8(3) .
N1 N2 C1 N3 -0.4(2) .
C2 N3 C1 N2 0.4(3) .
Cd1 N3 C1 N2 -178.17(14) .
C1 N3 C2 N4 -179.7(2) .
Cd1 N3 C2 N4 -1.5(4) .
C1 N3 C2 N1 -0.2(2) .
Cd1 N3 C2 N1 178.01(15) .
N5 N4 C2 N3 179.8(2) .
N5 N4 C2 N1 0.4(3) .
N2 N1 C2 N3 -0.1(2) .
C4 N1 C2 N3 178.77(18) .
N2 N1 C2 N4 179.44(19) .
C4 N1 C2 N4 -1.7(3) .
N4 N5 C3 C4 -0.8(3) .
N4 N5 C3 C8 179.34(19) .
N2 N1 C4 C5 1.1(3) .
C2 N1 C4 C5 -177.59(19) .
N2 N1 C4 C3 -179.72(18) .
C2 N1 C4 C3 1.6(3) .
N5 C3 C4 N1 -0.4(3) .
C8 C3 C4 N1 179.41(18) .
N5 C3 C4 C5 178.8(2) .
C8 C3 C4 C5 -1.4(3) .
N1 C4 C5 C6 178.84(18) .
C3 C4 C5 C6 -0.3(3) .
C4 C5 C6 O1 -175.56(19) .
C4 C5 C6 C7 2.0(3) .
O1 C6 C7 C8 175.4(2) .
C5 C6 C7 C8 -2.2(3) .
C6 C7 C8 C3 0.5(3) .
N5 C3 C8 C7 -178.90(19) .
C4 C3 C8 C7 1.2(3) .
