#------------------------------------------------------------------------------
#$Date: 2016-02-18 17:37:37 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176729 $
#$URL: svn://www.crystallography.net/cod/cif/1/51/53/1515341.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_1515341
loop_
_publ_author_name
'Lang, Christiane'
'Kiefer, Claude'
'Lejeune, Elise'
'Goldmann, Anja S.'
'Breher, Frank'
'Roesky, Peter W.'
'Barner-Kowollik, Christopher'
_publ_section_title
;
 Palladium-containing polymers via a combination of RAFT and triazole
 chemistry
;
_journal_issue                   9
_journal_name_full               'Polymer Chemistry'
_journal_page_first              2413
_journal_paper_doi               10.1039/c2py20242e
_journal_volume                  3
_journal_year                    2012
_chemical_formula_sum            'C14 H12 N4'
_chemical_formula_weight         236.28
_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                 97.18(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   5.8594(12)
_cell_length_b                   19.801(4)
_cell_length_c                   10.253(2)
_cell_measurement_temperature    200(2)
_cell_volume                     1180.2(4)
_computing_cell_refinement       'STOE X-AREA, PLATON (A.L.Spek, 2005)'
_computing_data_collection       'STOE X-AREA'
_computing_data_reduction        'STOE X-RED, PLATON (A.L.Spek, 2005)'
_computing_molecular_graphics    'Diamond 2.1e/3'
_computing_publication_material  'X-STEP32, Microsoft Word'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      200(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'STOE IPDS 2'
_diffrn_measurement_method       'area detector'
_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  0.0617
_diffrn_reflns_av_sigmaI/netI    0.0465
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            18147
_diffrn_reflns_theta_full        29.18
_diffrn_reflns_theta_max         29.18
_diffrn_reflns_theta_min         2.06
_exptl_absorpt_coefficient_mu    0.084
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.330
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             496
_exptl_crystal_size_max          0.373
_exptl_crystal_size_mid          0.088
_exptl_crystal_size_min          0.071
_refine_diff_density_max         0.181
_refine_diff_density_min         -0.165
_refine_diff_density_rms         0.035
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.007
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     200
_refine_ls_number_reflns         3164
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.007
_refine_ls_R_factor_all          0.0945
_refine_ls_R_factor_gt           0.0548
_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)+(0.0591P)²+0.0791P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1114
_refine_ls_wR_factor_ref         0.1242
_reflns_number_gt                2105
_reflns_number_total             3164
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c2py20242e.txt
_cod_data_source_block           Ligand
_cod_original_cell_volume        1180.3(4)
_cod_original_sg_symbol_H-M      P21/n
_cod_database_code               1515341
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 0.8129(3) 0.20248(8) -0.09833(14) 0.0390(4) Uani 1 1 d .
N2 N 0.4097(3) 0.09599(9) 0.05139(16) 0.0446(4) Uani 1 1 d .
N3 N 0.4604(3) 0.05020(9) 0.14302(16) 0.0454(4) Uani 1 1 d .
N4 N 0.6930(2) 0.04424(7) 0.16275(14) 0.0341(3) Uani 1 1 d .
C1 C 0.8216(3) 0.24602(10) -0.19770(19) 0.0421(4) Uani 1 1 d .
H1 H 0.970(4) 0.2699(11) -0.200(2) 0.046(6) Uiso 1 1 d .
C2 C 0.6393(4) 0.25901(10) -0.29439(18) 0.0418(4) Uani 1 1 d .
H2 H 0.658(4) 0.2905(11) -0.363(2) 0.047(6) Uiso 1 1 d .
C3 C 0.4334(3) 0.22598(10) -0.28573(18) 0.0418(4) Uani 1 1 d .
H3 H 0.296(4) 0.2336(10) -0.3512(19) 0.041(5) Uiso 1 1 d .
C4 C 0.4170(3) 0.18155(9) -0.18354(18) 0.0382(4) Uani 1 1 d .
H4 H 0.278(3) 0.1573(10) -0.1723(18) 0.038(5) Uiso 1 1 d .
C5 C 0.6120(3) 0.17052(8) -0.09274(16) 0.0339(4) Uani 1 1 d .
C6 C 0.6093(3) 0.12006(9) 0.01256(16) 0.0346(4) Uani 1 1 d .
C7 C 0.7907(3) 0.08714(9) 0.08329(16) 0.0340(4) Uani 1 1 d .
H7 H 0.955(3) 0.0919(9) 0.0831(18) 0.033(5) Uiso 1 1 d .
C8 C 0.7991(3) -0.00394(8) 0.25572(16) 0.0325(4) Uani 1 1 d .
C9 C 0.6896(3) -0.02167(9) 0.36310(18) 0.0377(4) Uani 1 1 d .
H9 H 0.548(4) -0.0013(12) 0.375(2) 0.048(6) Uiso 1 1 d .
C10 C 0.7923(3) -0.06842(9) 0.45254(18) 0.0393(4) Uani 1 1 d .
H10 H 0.718(4) -0.0814(11) 0.527(2) 0.047(6) Uiso 1 1 d .
C11 C 1.0039(3) -0.09766(9) 0.43689(16) 0.0365(4) Uani 1 1 d .
C12 C 1.1082(3) -0.07881(9) 0.32789(18) 0.0365(4) Uani 1 1 d .
H12 H 1.253(4) -0.0965(11) 0.3147(19) 0.045(6) Uiso 1 1 d .
C13 C 1.0074(3) -0.03253(9) 0.23640(17) 0.0357(4) Uani 1 1 d .
H13 H 1.084(3) -0.0208(10) 0.1601(19) 0.039(5) Uiso 1 1 d .
C14 C 1.1166(4) -0.14787(10) 0.53503(19) 0.0495(5) Uani 1 1 d .
H14A H 1.0767 -0.1371 0.6227 0.074 Uiso 1 1 calc R
H14B H 1.2840 -0.1457 0.5361 0.074 Uiso 1 1 calc R
H14C H 1.0626 -0.1935 0.5101 0.074 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'
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
C1 N1 C5 116.88(15)
N3 N2 C6 108.92(15)
N2 N3 N4 107.43(15)
C7 N4 N3 110.38(14)
C7 N4 C8 129.58(15)
N3 N4 C8 120.03(15)
N1 C1 C2 124.27(18)
C3 C2 C1 117.76(18)
C4 C3 C2 119.58(17)
C3 C4 C5 118.42(18)
N1 C5 C4 123.06(16)
N1 C5 C6 116.15(14)
C4 C5 C6 120.74(16)
N2 C6 C7 108.32(15)
N2 C6 C5 122.57(15)
C7 C6 C5 129.05(16)
N4 C7 C6 104.95(15)
C13 C8 C9 120.96(16)
C13 C8 N4 119.63(15)
C9 C8 N4 119.40(16)
C10 C9 C8 119.26(17)
C9 C10 C11 121.27(18)
C12 C11 C10 117.86(16)
C12 C11 C14 120.90(17)
C10 C11 C14 121.24(17)
C13 C12 C11 121.81(17)
C8 C13 C12 118.82(17)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
N1 C1 1.341(2)
N1 C5 1.344(2)
N2 N3 1.313(2)
N2 C6 1.367(2)
N3 N4 1.358(2)
N4 C7 1.353(2)
N4 C8 1.434(2)
C1 C2 1.388(3)
C2 C3 1.385(3)
C3 C4 1.381(3)
C4 C5 1.398(2)
C5 C6 1.473(2)
C6 C7 1.374(2)
C8 C13 1.382(2)
C8 C9 1.387(2)
C9 C10 1.386(3)
C10 C11 1.396(3)
C11 C12 1.390(3)
C11 C14 1.507(3)
C12 C13 1.389(3)
