#------------------------------------------------------------------------------
#$Date: 2016-03-26 16:49:15 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180357 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/26/7202672.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_7202672
loop_
_publ_author_name
'Neve, Francesco'
'Crispini, Alessandra'
_publ_section_title
;
 Competitive interactions in carboxy-functionalized pyridinium salts:
 crossover from O--H⋯O to O--H⋯X--M contacts
;
_journal_issue                   8
_journal_name_full               CrystEngComm
_journal_page_first              698
_journal_paper_doi               10.1039/b618696c
_journal_volume                  9
_journal_year                    2007
_chemical_formula_moiety         'C42 H72 Br4 N2 O4 Pd'
_chemical_formula_sum            'C42 H72 Br4 N2 O4 Pd'
_chemical_formula_weight         1095.06
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                97.599(2)
_cell_angle_beta                 92.545(2)
_cell_angle_gamma                104.395(2)
_cell_formula_units_Z            1
_cell_length_a                   7.7977(9)
_cell_length_b                   8.3354(10)
_cell_length_c                   19.246(2)
_cell_measurement_reflns_used    9175
_cell_measurement_temperature    293
_cell_measurement_theta_max      30.62
_cell_measurement_theta_min      2.47
_cell_volume                     1197.1(2)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'Bruker SHELXTL'
_computing_structure_solution    'Bruker SHELXTL'
_diffrn_ambient_temperature      293
_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         'sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0538
_diffrn_reflns_av_sigmaI/netI    0.0406
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            22987
_diffrn_reflns_theta_full        28.28
_diffrn_reflns_theta_max         28.28
_diffrn_reflns_theta_min         2.14
_exptl_absorpt_coefficient_mu    3.764
_exptl_absorpt_correction_type   sphere
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.519
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prismatic
_exptl_crystal_F_000             556
_exptl_crystal_size_max          0.38
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.12
_refine_diff_density_max         1.034
_refine_diff_density_min         -0.837
_refine_diff_density_rms         0.081
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.957
_refine_ls_hydrogen_treatment    'H parameters constrained'
_refine_ls_matrix_type           full
_refine_ls_number_parameters     241
_refine_ls_number_reflns         5925
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.957
_refine_ls_R_factor_all          0.0484
_refine_ls_R_factor_gt           0.0348
_refine_ls_shift/su_max          0.013
_refine_ls_shift/su_mean         0.002
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0497P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0830
_refine_ls_wR_factor_ref         0.0868
_reflns_number_gt                4564
_reflns_number_total             5925
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b618696c.txt
_cod_data_source_block           (2)
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_sg_symbol_H-M      'P-1 '
_cod_database_code               7202672
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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
_atom_site_disorder_assembly
_atom_site_disorder_group
Pd Pd 0.0000 0.0000 0.0000 0.03349(8) Uani 1 2 d S . .
Br1 Br 0.05221(4) -0.05393(4) -0.123460(14) 0.05487(10) Uani 1 1 d . . .
Br2 Br -0.10792(5) 0.23799(4) -0.023223(16) 0.06346(11) Uani 1 1 d . . .
N1 N 0.2985(3) -0.4866(3) -0.12667(10) 0.0401(5) Uani 1 1 d . . .
O1 O -1.5164(3) 0.0836(5) -0.79544(19) 0.1344(15) Uani 1 1 d . . .
O2 O -1.7669(3) -0.0933(3) -0.78548(14) 0.0898(8) Uani 1 1 d . . .
H2B H -1.8041 -0.0432 -0.8142 0.135 Uiso 1 1 calc R . .
C1 C 0.3549(5) -0.6233(4) -0.12016(15) 0.0589(8) Uani 1 1 d . . .
H1A H 0.2778 -0.7291 -0.1328 0.071 Uiso 1 1 calc R . .
C2 C 0.5268(5) -0.6073(5) -0.09470(18) 0.0760(11) Uani 1 1 d . . .
H2A H 0.5663 -0.7023 -0.0906 0.091 Uiso 1 1 calc R . .
C3 C 0.6393(4) -0.4524(6) -0.07548(17) 0.0756(11) Uani 1 1 d . . .
H3A H 0.7558 -0.4406 -0.0583 0.091 Uiso 1 1 calc R . .
C4 C 0.5782(4) -0.3148(5) -0.08190(17) 0.0699(10) Uani 1 1 d . . .
H4A H 0.6535 -0.2082 -0.0689 0.084 Uiso 1 1 calc R . .
C5 C 0.4064(4) -0.3329(4) -0.10737(15) 0.0524(7) Uani 1 1 d . . .
H5A H 0.3647 -0.2389 -0.1112 0.063 Uiso 1 1 calc R . .
C6 C 0.1147(3) -0.5027(4) -0.15477(14) 0.0484(7) Uani 1 1 d . . .
H6A H 0.0587 -0.4379 -0.1216 0.058 Uiso 1 1 calc R . .
H6B H 0.0483 -0.6190 -0.1592 0.058 Uiso 1 1 calc R . .
C7 C 0.1055(3) -0.4434(3) -0.22583(13) 0.0448(6) Uani 1 1 d . . .
H7A H 0.1688 -0.3262 -0.2218 0.054 Uiso 1 1 calc R . .
H7B H 0.1611 -0.5073 -0.2595 0.054 Uiso 1 1 calc R . .
C8 C -0.0866(4) -0.4664(4) -0.25092(15) 0.0508(7) Uani 1 1 d . . .
H8A H -0.1403 -0.5851 -0.2651 0.061 Uiso 1 1 calc R . .
H8B H -0.1478 -0.4289 -0.2116 0.061 Uiso 1 1 calc R . .
C9 C -0.1174(4) -0.3755(4) -0.31123(15) 0.0500(7) Uani 1 1 d . . .
H9A H -0.0563 -0.4119 -0.3508 0.060 Uiso 1 1 calc R . .
H9B H -0.0667 -0.2563 -0.2972 0.060 Uiso 1 1 calc R . .
C10 C -0.3116(4) -0.4057(4) -0.33432(15) 0.0534(7) Uani 1 1 d . . .
H10A H -0.3731 -0.3779 -0.2935 0.064 Uiso 1 1 calc R . .
H10B H -0.3591 -0.5242 -0.3510 0.064 Uiso 1 1 calc R . .
C11 C -0.3538(4) -0.3089(4) -0.39117(15) 0.0515(7) Uani 1 1 d . . .
H11A H -0.3092 -0.1901 -0.3743 0.062 Uiso 1 1 calc R . .
H11B H -0.2914 -0.3350 -0.4319 0.062 Uiso 1 1 calc R . .
C12 C -0.5489(4) -0.3451(4) -0.41360(15) 0.0512(7) Uani 1 1 d . . .
H12A H -0.6114 -0.3217 -0.3726 0.061 Uiso 1 1 calc R . .
H12B H -0.5925 -0.4636 -0.4314 0.061 Uiso 1 1 calc R . .
C13 C -0.5936(4) -0.2458(4) -0.46944(15) 0.0507(7) Uani 1 1 d . . .
H13A H -0.5510 -0.1274 -0.4514 0.061 Uiso 1 1 calc R . .
H13B H -0.5300 -0.2683 -0.5103 0.061 Uiso 1 1 calc R . .
C14 C -0.7875(4) -0.2828(4) -0.49243(14) 0.0497(7) Uani 1 1 d . . .
H14A H -0.8513 -0.2607 -0.4516 0.060 Uiso 1 1 calc R . .
H14B H -0.8302 -0.4011 -0.5107 0.060 Uiso 1 1 calc R . .
C15 C -0.8312(4) -0.1829(4) -0.54788(15) 0.0509(7) Uani 1 1 d . . .
H15A H -0.7891 -0.0646 -0.5295 0.061 Uiso 1 1 calc R . .
H15B H -0.7667 -0.2044 -0.5886 0.061 Uiso 1 1 calc R . .
C16 C -1.0255(3) -0.2202(3) -0.57149(15) 0.0497(7) Uani 1 1 d . . .
H16A H -1.0900 -0.2005 -0.5306 0.060 Uiso 1 1 calc R . .
H16B H -1.0670 -0.3381 -0.5905 0.060 Uiso 1 1 calc R . .
C17 C -1.0716(3) -0.1188(4) -0.62630(14) 0.0495(7) Uani 1 1 d . . .
H17A H -1.0312 -0.0006 -0.6076 0.059 Uiso 1 1 calc R . .
H17B H -1.0084 -0.1386 -0.6676 0.059 Uiso 1 1 calc R . .
C18 C -1.2668(4) -0.1608(4) -0.64785(15) 0.0504(7) Uani 1 1 d . . .
H18A H -1.3289 -0.1447 -0.6060 0.061 Uiso 1 1 calc R . .
H18B H -1.3052 -0.2788 -0.6671 0.061 Uiso 1 1 calc R . .
C19 C -1.3243(3) -0.0616(4) -0.70116(14) 0.0468(6) Uani 1 1 d . . .
H19A H -1.2904 0.0566 -0.6821 0.056 Uiso 1 1 calc R . .
H19B H -1.2638 -0.0767 -0.7436 0.056 Uiso 1 1 calc R . .
C20 C -1.5209(4) -0.1165(4) -0.71913(15) 0.0550(7) Uani 1 1 d . . .
H20A H -1.5523 -0.2353 -0.7370 0.066 Uiso 1 1 calc R . .
H20B H -1.5788 -0.1024 -0.6760 0.066 Uiso 1 1 calc R . .
C21 C -1.5956(4) -0.0295(4) -0.77112(16) 0.0569(8) Uani 1 1 d . . .
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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Pd Pd -0.9988 1.0072 '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
_geom_angle_publ_flag
Br2 Pd Br2 180.000(14) 2 . ?
Br2 Pd Br1 90.475(10) 2 . ?
Br2 Pd Br1 89.525(10) . . ?
Br2 Pd Br1 89.525(10) 2 2 ?
Br2 Pd Br1 90.475(10) . 2 ?
Br1 Pd Br1 180.000(14) . 2 ?
C5 N1 C1 121.0(2) . . ?
C5 N1 C6 118.7(2) . . ?
C1 N1 C6 120.3(2) . . ?
N1 C1 C2 119.9(3) . . ?
C3 C2 C1 120.1(3) . . ?
C4 C3 C2 118.9(3) . . ?
C3 C4 C5 120.3(3) . . ?
N1 C5 C4 119.8(3) . . ?
N1 C6 C7 112.9(2) . . ?
C8 C7 C6 109.3(2) . . ?
C9 C8 C7 115.5(2) . . ?
C8 C9 C10 112.8(2) . . ?
C9 C10 C11 115.9(2) . . ?
C12 C11 C10 114.1(2) . . ?
C11 C12 C13 114.7(2) . . ?
C14 C13 C12 114.9(2) . . ?
C13 C14 C15 114.6(2) . . ?
C16 C15 C14 114.8(2) . . ?
C15 C16 C17 115.4(2) . . ?
C18 C17 C16 113.1(2) . . ?
C17 C18 C19 116.4(2) . . ?
C20 C19 C18 111.3(2) . . ?
C21 C20 C19 117.0(2) . . ?
O1 C21 O2 122.7(3) . . ?
O1 C21 C20 125.5(3) . . ?
O2 C21 C20 111.7(3) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Pd Br2 2.4237(3) 2 ?
Pd Br2 2.4237(3) . ?
Pd Br1 2.4307(4) . ?
Pd Br1 2.4307(4) 2 ?
N1 C5 1.340(3) . ?
N1 C1 1.337(3) . ?
N1 C6 1.477(3) . ?
O1 C21 1.159(4) . ?
O2 C21 1.311(4) . ?
C1 C2 1.375(5) . ?
C2 C3 1.362(5) . ?
C3 C4 1.364(5) . ?
C4 C5 1.371(4) . ?
C6 C7 1.519(3) . ?
C7 C8 1.511(3) . ?
C8 C9 1.509(3) . ?
C9 C10 1.508(4) . ?
C10 C11 1.513(3) . ?
C11 C12 1.507(4) . ?
C12 C13 1.519(4) . ?
C13 C14 1.500(4) . ?
C14 C15 1.514(3) . ?
C15 C16 1.505(4) . ?
C16 C17 1.520(3) . ?
C17 C18 1.501(4) . ?
C18 C19 1.518(3) . ?
C19 C20 1.497(4) . ?
C20 C21 1.489(4) . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O2 H2B Br1 0.82 2.58 3.333(2) 152.9 2_354
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
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C5 N1 C1 C2 -1.4(4) . . . . ?
C6 N1 C1 C2 179.3(3) . . . . ?
N1 C1 C2 C3 0.6(5) . . . . ?
C1 C2 C3 C4 0.1(5) . . . . ?
C2 C3 C4 C5 -0.1(5) . . . . ?
C1 N1 C5 C4 1.4(4) . . . . ?
C6 N1 C5 C4 -179.2(3) . . . . ?
C3 C4 C5 N1 -0.7(5) . . . . ?
C5 N1 C6 C7 67.7(3) . . . . ?
C1 N1 C6 C7 -112.9(3) . . . . ?
N1 C6 C7 C8 179.2(2) . . . . ?
C6 C7 C8 C9 165.5(3) . . . . ?
C7 C8 C9 C10 179.2(3) . . . . ?
C8 C9 C10 C11 175.8(3) . . . . ?
C9 C10 C11 C12 178.9(3) . . . . ?
C10 C11 C12 C13 178.6(3) . . . . ?
C11 C12 C13 C14 179.4(3) . . . . ?
C12 C13 C14 C15 179.8(3) . . . . ?
C13 C14 C15 C16 179.6(3) . . . . ?
C14 C15 C16 C17 179.1(3) . . . . ?
C15 C16 C17 C18 -179.9(3) . . . . ?
C16 C17 C18 C19 178.5(3) . . . . ?
C17 C18 C19 C20 179.2(3) . . . . ?
C18 C19 C20 C21 -179.9(3) . . . . ?
C19 C20 C21 O1 -5.1(6) . . . . ?
C19 C20 C21 O2 176.8(3) . . . . ?
