#------------------------------------------------------------------------------
#$Date: 2016-03-24 00:07:32 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179524 $
#$URL: svn://www.crystallography.net/cod/cif/4/34/21/4342192.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_4342192
loop_
_publ_author_name
'Lo, Warrick K. C.'
'Huff, Gregory S.'
'Cubanski, John R.'
'Kennedy, Aaron D. W.'
'McAdam, C. John'
'McMorran, David A.'
'Gordon, Keith C.'
'Crowley, James D.'
_publ_section_title
;
 Comparison of Inverse and Regular 2-Pyridyl-1,2,3-triazole
 "Click" Complexes: Structures, Stability, Electrochemical, and
 Photophysical Properties.
;
_journal_issue                   4
_journal_name_full               'Inorganic chemistry'
_journal_page_first              1572
_journal_page_last               1587
_journal_paper_doi               10.1021/ic502557w
_journal_volume                  54
_journal_year                    2015
_chemical_formula_sum            'C32 H30 B2 F8 N10 Pd'
_chemical_formula_weight         834.68
_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                 96.5760(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   10.3552(2)
_cell_length_b                   11.4167(2)
_cell_length_c                   14.5647(2)
_cell_measurement_reflns_used    11203
_cell_measurement_temperature    100.0(1)
_cell_measurement_theta_max      76.5050
_cell_measurement_theta_min      4.8880
_cell_volume                     1710.54(5)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SIR97 (Altomare et al., 1997)'
_diffrn_ambient_temperature      100.0(1)
_diffrn_detector_area_resol_mean 5.1725
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_source         'SuperNova (Cu) X-ray Source'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54180
_diffrn_reflns_av_R_equivalents  0.0656
_diffrn_reflns_av_sigmaI/netI    0.0350
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            20448
_diffrn_reflns_theta_full        67.00
_diffrn_reflns_theta_max         76.61
_diffrn_reflns_theta_min         4.93
_exptl_absorpt_coefficient_mu    5.132
_exptl_absorpt_correction_T_max  0.884
_exptl_absorpt_correction_T_min  0.599
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
Numerical absorption correction based on gaussian integration over
            a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_density_diffrn    1.621
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             840
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.06
_refine_diff_density_max         0.700
_refine_diff_density_min         -0.705
_refine_diff_density_rms         0.094
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.914
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     242
_refine_ls_number_reflns         3589
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.914
_refine_ls_R_factor_all          0.0388
_refine_ls_R_factor_gt           0.0348
_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0752P)²+1.7770P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0960
_refine_ls_wR_factor_ref         0.1023
_reflns_number_gt                3179
_reflns_number_total             3589
_reflns_threshold_expression     >2σ(I)
_cod_data_source_file            ic502557w_si_003.cif
_cod_data_source_block           wklp672a
_cod_depositor_comments
'Adding full bibliography for 4342191--4342205.cif.'
_cod_original_sg_symbol_H-M      P21/n
_cod_database_code               4342192
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
Pd1 Pd 0.0000 0.0000 0.0000 0.01470(11) Uani 1 2 d S
F1 F -0.3811(2) -0.23273(17) -0.21128(12) 0.0442(5) Uani 1 1 d .
F3 F -0.21629(17) -0.10746(18) -0.16976(15) 0.0458(5) Uani 1 1 d .
C99 C -0.0338(3) -0.3830(3) -0.0911(2) 0.0381(7) Uani 1 1 d .
F2 F -0.33474(17) -0.18226(18) -0.06075(11) 0.0391(4) Uani 1 1 d .
F4 F -0.4242(2) -0.0494(2) -0.16384(15) 0.0517(5) Uani 1 1 d .
N4 N -0.11162(19) -0.15852(17) 0.13929(14) 0.0196(4) Uani 1 1 d .
C1 C -0.1805(2) 0.1779(2) -0.09976(17) 0.0212(5) Uani 1 1 d .
H1 H -0.1145 0.1921 -0.1366 0.025 Uiso 1 1 calc R
N3 N -0.11917(19) -0.07213(17) 0.08120(13) 0.0186(4) Uani 1 1 d .
C14 C -0.4367(2) -0.3889(2) 0.24031(17) 0.0227(5) Uani 1 1 d .
H14 H -0.4673 -0.3484 0.2889 0.027 Uiso 1 1 calc R
N2 N -0.2326(2) -0.01453(18) 0.08307(16) 0.0170(4) Uani 1 1 d .
C6 C -0.3009(2) -0.0679(2) 0.14550(16) 0.0207(5) Uani 1 1 d .
H6 H -0.3826 -0.0475 0.1610 0.025 Uiso 1 1 calc R
C4 C -0.3758(2) 0.1372(2) 0.01007(17) 0.0219(5) Uani 1 1 d .
H4 H -0.4399 0.1221 0.0484 0.026 Uiso 1 1 calc R
C7 C -0.2229(2) -0.1588(2) 0.18086(16) 0.0204(5) Uani 1 1 d .
N1 N -0.16246(18) 0.09726(17) -0.03225(13) 0.0180(4) Uani 1 1 d .
C13 C -0.5062(3) -0.4847(2) 0.2009(2) 0.0240(6) Uani 1 1 d .
H13 H -0.5822 -0.5083 0.2240 0.029 Uiso 1 1 calc R
C8 C -0.2456(2) -0.25020(18) 0.25106(14) 0.0207(6) Uani 1 1 d .
H8A H -0.2928 -0.2157 0.2981 0.025 Uiso 1 1 calc R
H8B H -0.1625 -0.2776 0.2809 0.025 Uiso 1 1 calc R
C9 C -0.3222(2) -0.3537(2) 0.20733(16) 0.0212(5) Uani 1 1 d .
C3 C -0.3930(2) 0.2215(2) -0.05916(18) 0.0237(5) Uani 1 1 d .
H3 H -0.4694 0.2650 -0.0676 0.028 Uiso 1 1 calc R
C98 C -0.1547(4) -0.4392(4) -0.1245(3) 0.0509(8) Uani 1 1 d .
H98A H -0.1612 -0.4461 -0.1906 0.076 Uiso 1 1 calc R
H98B H -0.2260 -0.3932 -0.1077 0.076 Uiso 1 1 calc R
H98C H -0.1576 -0.5158 -0.0975 0.076 Uiso 1 1 calc R
C12 C -0.4632(3) -0.5446(2) 0.12813(19) 0.0272(5) Uani 1 1 d .
H12 H -0.5101 -0.6080 0.1017 0.033 Uiso 1 1 calc R
C5 C -0.2601(2) 0.0773(2) 0.01934(15) 0.0178(4) Uani 1 1 d .
C2 C -0.2961(2) 0.2405(2) -0.11553(18) 0.0245(5) Uani 1 1 d .
H2 H -0.3081 0.2946 -0.1635 0.029 Uiso 1 1 calc R
N99 N 0.0634(3) -0.3382(3) -0.0643(2) 0.0520(7) Uani 1 1 d .
B1 B -0.3385(3) -0.1440(3) -0.1518(2) 0.0283(6) Uani 1 1 d .
C10 C -0.2781(3) -0.4153(2) 0.13440(18) 0.0268(5) Uani 1 1 d .
H10 H -0.2008 -0.3932 0.1124 0.032 Uiso 1 1 calc R
C11 C -0.3481(3) -0.5089(2) 0.0945(2) 0.0282(7) Uani 1 1 d .
H11 H -0.3187 -0.5485 0.0451 0.034 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 0.0181 0.0091 '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'
B B 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Pd Pd 0.1215 3.9337 '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
N3 Pd1 N3 180.00(15) . 3
N3 Pd1 N1 101.02(8) . 3
N3 Pd1 N1 78.98(8) 3 3
N3 Pd1 N1 78.98(8) . .
N3 Pd1 N1 101.02(8) 3 .
N1 Pd1 N1 180.00(16) 3 .
N99 C99 C98 179.8(4) . .
N3 N4 C7 107.5(2) . .
N1 C1 C2 121.2(2) . .
N4 N3 N2 110.20(19) . .
N4 N3 Pd1 135.24(16) . .
N2 N3 Pd1 114.35(15) . .
C9 C14 C13 120.3(2) . .
N3 N2 C6 108.4(2) . .
N3 N2 C5 117.4(2) . .
C6 N2 C5 133.9(2) . .
N2 C6 C7 105.1(2) . .
C5 C4 C3 117.0(2) . .
N4 C7 C6 108.7(2) . .
N4 C7 C8 120.8(2) . .
C6 C7 C8 130.5(2) . .
C5 N1 C1 118.3(2) . .
C5 N1 Pd1 115.76(15) . .
C1 N1 Pd1 125.97(16) . .
C12 C13 C14 120.5(3) . .
C7 C8 C9 111.71(18) . .
C14 C9 C10 119.0(2) . .
C14 C9 C8 120.3(2) . .
C10 C9 C8 120.7(2) . .
C2 C3 C4 119.8(2) . .
C13 C12 C11 119.2(3) . .
N1 C5 C4 124.3(2) . .
N1 C5 N2 112.7(2) . .
C4 C5 N2 123.0(2) . .
C3 C2 C1 119.3(2) . .
F1 B1 F3 109.7(2) . .
F1 B1 F2 109.9(3) . .
F3 B1 F2 110.3(2) . .
F1 B1 F4 109.8(3) . .
F3 B1 F4 109.0(3) . .
F2 B1 F4 108.1(2) . .
C11 C10 C9 120.6(3) . .
C10 C11 C12 120.3(3) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Pd1 N3 1.9835(19) .
Pd1 N3 1.9835(19) 3
Pd1 N1 2.0255(19) 3
Pd1 N1 2.0255(19) .
F1 B1 1.372(4) .
F3 B1 1.385(3) .
C99 N99 1.156(4) .
C99 C98 1.441(5) .
F2 B1 1.393(4) .
F4 B1 1.396(4) .
N4 N3 1.296(3) .
N4 C7 1.362(3) .
C1 N1 1.344(3) .
C1 C2 1.390(3) .
N3 N2 1.349(3) .
C14 C9 1.389(3) .
C14 C13 1.397(4) .
N2 C6 1.358(3) .
N2 C5 1.407(3) .
C6 C7 1.378(4) .
C4 C5 1.373(3) .
C4 C3 1.391(4) .
C7 C8 1.498(3) .
N1 C5 1.347(3) .
C13 C12 1.377(4) .
C8 C9 1.522(3) .
C9 C10 1.394(4) .
C3 C2 1.385(4) .
C12 C11 1.400(4) .
C10 C11 1.382(4) .
