#------------------------------------------------------------------------------
#$Date: 2017-05-10 05:36:17 +0200 (Wed 10 de May de 2017) $
#$Revision: 196611 $
#$URL: svn://www.crystallography.net/cod/cif/7/05/61/7056164.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_7056164
loop_
_publ_author_name
'Cabrero-Antonino, Maria'
'Ballesteros-Garrido, Rafael'
'Chiassai, Leonardo'
'Escrivá, Emilio'
'Ramirez de Arellano, Carmen'
'Ballesteros, Rafael'
'Abarca, Belén'
_publ_section_title
;
 Synthesis of New Terpyridine-like ligands based on Triazolopyridines and
 Benzotriazoles
;
_journal_name_full               'New J. Chem.'
_journal_paper_doi               10.1039/C7NJ00962C
_journal_year                    2017
_chemical_formula_sum            'C17 H11 N7'
_chemical_formula_weight         313.33
_chemical_name_systematic
; 
 ? 
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_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-2016/6
_audit_update_record
;
2017-03-13 deposited with the CCDC.
2017-05-09 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 112.39(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   12.633(3)
_cell_length_b                   9.977(2)
_cell_length_c                   12.085(2)
_cell_measurement_reflns_used    35860
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      30.034
_cell_measurement_theta_min      0.998
_cell_volume                     1408.4(6)
_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor 1997)'
_computing_data_collection       'Collect (Bruker AXS BV, 1997-2004)'
_computing_data_reduction        'HKL Scalepack (Otwinowski & Minor 1997)'
_computing_molecular_graphics    'SHELXTL v6.14 (Bruker, 2000-2003)'
_computing_publication_material  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      120(2)
_diffrn_detector_area_resol_mean 9
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker-Nonius, KappaCCD'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0344
_diffrn_reflns_av_unetI/netI     0.0314
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            7499
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        30.000
_diffrn_reflns_theta_max         30.019
_diffrn_reflns_theta_min         2.848
_exptl_absorpt_coefficient_mu    0.096
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.478
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       lath
_exptl_crystal_F_000             648
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.04
_refine_diff_density_max         0.203
_refine_diff_density_min         -0.202
_refine_diff_density_rms         0.042
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     110
_refine_ls_number_reflns         2054
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.058
_refine_ls_R_factor_all          0.0648
_refine_ls_R_factor_gt           0.0398
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0658P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1020
_refine_ls_wR_factor_ref         0.1116
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1430
_reflns_number_total             2054
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c7nj00962c2.cif
_cod_data_source_block           tptplate
_cod_original_cell_volume        1408.3(6)
_cod_database_code               7056164
_shelx_shelxl_version_number     2016/6
_shelx_space_group_comment
; 
The symmetry employed for this shelxl refinement is uniquely defined 
by the following loop, which should always be used as a source of 
symmetry information in preference to the above space-group names. 
They are only intended as comments. 
;
loop_
_space_group_symop_operation_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
N1 N 0.500000 0.75479(12) 0.250000 0.0305(3) Uani 1 2 d S T P
N12 N 0.36667(8) 0.70486(10) -0.07274(8) 0.0428(3) Uani 1 1 d . . .
N18 N 0.33489(7) 0.91602(10) -0.10107(7) 0.0353(2) Uani 1 1 d . . .
C13A C 0.38104(8) 0.90075(10) 0.02114(8) 0.0302(2) Uani 1 1 d . . .
C2 C 0.45283(8) 0.68494(10) 0.14723(9) 0.0322(3) Uani 1 1 d . . .
C3 C 0.45278(10) 0.54488(11) 0.14358(11) 0.0417(3) Uani 1 1 d . . .
H3 H 0.420978 0.498432 0.069559 0.050 Uiso 1 1 calc R U .
C4 C 0.500000 0.47582(16) 0.250000 0.0479(4) Uani 1 2 d S T P
H4 H 0.500001 0.380602 0.249999 0.058 Uiso 1 2 calc R U P
N11 N 0.32614(9) 0.79655(11) -0.15809(8) 0.0455(3) Uani 1 1 d . . .
C17 C 0.30411(9) 1.03797(12) -0.15739(10) 0.0400(3) Uani 1 1 d . . .
H17 H 0.271020 1.043931 -0.242214 0.048 Uiso 1 1 calc R U .
C14 C 0.39534(8) 1.01657(11) 0.09225(9) 0.0320(2) Uani 1 1 d . . .
H14 H 0.423691 1.009762 0.177010 0.038 Uiso 1 1 calc R U .
C13 C 0.40123(8) 0.76281(11) 0.03698(8) 0.0326(2) Uani 1 1 d . . .
C16 C 0.32226(9) 1.14874(12) -0.08876(10) 0.0393(3) Uani 1 1 d . . .
H16 H 0.304314 1.234447 -0.125440 0.047 Uiso 1 1 calc R U .
C15 C 0.36798(9) 1.13825(11) 0.03786(10) 0.0370(3) Uani 1 1 d . . .
H15 H 0.379615 1.217026 0.085197 0.044 Uiso 1 1 calc R U .
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'
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_3
C2 N1 C2 117.78(12) 2_655
N11 N12 C13 110.55(10) .
N11 N18 C13A 111.51(9) .
N11 N18 C17 124.84(10) .
C13A N18 C17 123.64(9) .
N18 C13A C13 103.69(8) .
N18 C13A C14 117.88(9) .
C13 C13A C14 138.43(9) .
N1 C2 C3 122.70(10) .
N1 C2 C13 116.82(10) .
C3 C2 C13 120.47(10) .
C4 C3 C2 118.38(11) .
C3 C4 C3 120.02(15) 2_655
N12 N11 N18 106.12(8) .
C16 C17 N18 118.09(11) .
C15 C14 C13A 119.12(10) .
N12 C13 C13A 108.13(9) .
N12 C13 C2 121.95(10) .
C13A C13 C2 129.89(9) .
C17 C16 C15 120.47(11) .
C14 C15 C16 120.72(11) .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
N1 C2 1.3488(12) .
N1 C2 1.3488(12) 2_655
N12 N11 1.3268(15) .
N12 C13 1.3572(12) .
N18 N11 1.3601(13) .
N18 C13A 1.3741(14) .
N18 C17 1.3759(14) .
C13A C13 1.3995(15) .
C13A C14 1.4101(14) .
C2 C3 1.3981(16) .
C2 C13 1.4636(15) .
C3 C4 1.3784(15) .
C17 C16 1.3480(17) .
C14 C15 1.3610(15) .
C16 C15 1.4186(16) .
