#------------------------------------------------------------------------------
#$Date: 2016-03-26 02:07:26 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180124 $
#$URL: svn://www.crystallography.net/cod/cif/7/10/22/7102269.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_7102269
loop_
_publ_author_name
'Dechambenoit, Pierre'
'Ferlay, Sylvie'
'Hosseini, Mir Wais'
'Kyritsakas, Nathalie'
_publ_section_title
;
 Molecular tectonics: polymorphism and enhancement of network
 dimensionality by a combination of primary and secondary hydrogen bond
 sites.
;
_journal_issue                   44
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              4626
_journal_page_last               4628
_journal_paper_doi               10.1039/b708997j
_journal_year                    2007
_chemical_formula_moiety         'C14 H20 N4 O2, C4 N4 Pd'
_chemical_formula_sum            'C18 H20 N8 O2 Pd'
_chemical_formula_weight         486.82
_chemical_name_systematic
;

?

;
_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                111.288(2)
_cell_angle_beta                 99.763(2)
_cell_angle_gamma                89.328(2)
_cell_formula_units_Z            1
_cell_length_a                   4.6215(2)
_cell_length_b                   10.5270(4)
_cell_length_c                   10.8108(4)
_cell_measurement_reflns_used    3141
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      30.05
_cell_measurement_theta_min      3.42
_cell_volume                     482.25(3)
_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  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_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  0.0197
_diffrn_reflns_av_sigmaI/netI    0.0328
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            5021
_diffrn_reflns_theta_full        29.90
_diffrn_reflns_theta_max         29.90
_diffrn_reflns_theta_min         2.33
_exptl_absorpt_coefficient_mu    0.996
_exptl_absorpt_correction_T_max  0.9246
_exptl_absorpt_correction_T_min  0.8732
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.676
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             246
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.552
_refine_diff_density_min         -0.811
_refine_diff_density_rms         0.082
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     134
_refine_ls_number_reflns         2717
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.064
_refine_ls_R_factor_all          0.0258
_refine_ls_R_factor_gt           0.0247
_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)+(0.0457P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0678
_refine_ls_wR_factor_ref         0.0695
_reflns_number_gt                2657
_reflns_number_total             2717
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b708997j.txt
_cod_data_source_block           e881a
_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 

The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'none' 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 
;
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7102269
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
C1 C 0.6938(4) 0.85547(18) 0.74919(16) 0.0142(3) Uani 1 1 d .
N1 N 0.7202(3) 0.72344(16) 0.71402(14) 0.0155(3) Uani 1 1 d .
H1A H 0.6690 0.6816 0.7648 0.019 Uiso 1 1 calc R
C2 C 0.8340(4) 0.64421(18) 0.59112(17) 0.0163(3) Uani 1 1 d .
H2A H 0.7606 0.5476 0.5584 0.020 Uiso 1 1 calc R
H2B H 1.0515 0.6475 0.6109 0.020 Uiso 1 1 calc R
C3 C 0.7326(4) 0.70406(19) 0.48435(17) 0.0167(3) Uani 1 1 d .
H3 H 0.8168 0.6544 0.4015 0.020 Uiso 1 1 calc R
O1 O 0.4195(3) 0.68673(16) 0.45437(13) 0.0214(3) Uani 1 1 d .
H1 H 0.3566 0.7047 0.3853 0.032 Uiso 1 1 calc R
C4 C 0.8325(4) 0.8543(2) 0.53969(18) 0.0192(3) Uani 1 1 d .
H4A H 1.0481 0.8634 0.5463 0.023 Uiso 1 1 calc R
H4B H 0.7376 0.8983 0.4775 0.023 Uiso 1 1 calc R
N2 N 0.7544(4) 0.92298(16) 0.67384(15) 0.0171(3) Uani 1 1 d .
H2 H 0.7476 1.0125 0.7051 0.021 Uiso 1 1 calc R
C5 C 0.5934(4) 0.93126(18) 0.87850(16) 0.0145(3) Uani 1 1 d .
C6 C 0.4183(4) 1.04191(19) 0.89120(17) 0.0165(3) Uani 1 1 d .
H6 H 0.3629 1.0702 0.8169 0.020 Uiso 1 1 calc R
C7 C 0.3236(4) 1.11145(19) 1.01266(17) 0.0166(3) Uani 1 1 d .
H7 H 0.2038 1.1871 1.0216 0.020 Uiso 1 1 calc R
Pd1 Pd 1.0000 0.5000 1.0000 0.01507(7) Uani 1 2 d S
C8 C 0.8998(4) 0.3186(2) 0.85094(18) 0.0193(3) Uani 1 1 d .
N3 N 0.8426(5) 0.21540(18) 0.76391(17) 0.0263(4) Uani 1 1 d .
C9 C 0.7658(4) 0.44561(19) 1.11382(18) 0.0192(3) Uani 1 1 d .
N4 N 0.6299(4) 0.4168(2) 1.17999(18) 0.0272(4) Uani 1 1 d .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C1 0.0145(7) 0.0151(8) 0.0119(6) 0.0036(6) 0.0025(5) 0.0003(6)
N1 0.0209(7) 0.0141(7) 0.0136(6) 0.0059(5) 0.0071(5) 0.0022(6)
C2 0.0201(8) 0.0124(8) 0.0158(7) 0.0027(6) 0.0074(6) 0.0025(6)
C3 0.0191(8) 0.0167(8) 0.0144(7) 0.0045(6) 0.0059(6) 0.0001(6)
O1 0.0193(6) 0.0287(8) 0.0177(6) 0.0103(5) 0.0031(5) 0.0002(5)
C4 0.0260(9) 0.0182(9) 0.0166(7) 0.0069(7) 0.0112(7) 0.0010(7)
N2 0.0250(7) 0.0109(7) 0.0163(6) 0.0041(5) 0.0079(6) 0.0001(6)
C5 0.0166(7) 0.0138(8) 0.0123(6) 0.0031(6) 0.0043(6) 0.0002(6)
C6 0.0212(8) 0.0157(8) 0.0131(7) 0.0060(6) 0.0023(6) 0.0011(7)
C7 0.0201(8) 0.0139(8) 0.0162(7) 0.0057(6) 0.0038(6) 0.0034(6)
Pd1 0.02045(11) 0.01187(11) 0.01392(9) 0.00551(7) 0.00386(7) -0.00184(7)
C8 0.0257(9) 0.0176(9) 0.0174(7) 0.0096(7) 0.0038(7) 0.0012(7)
N3 0.0391(10) 0.0171(8) 0.0232(8) 0.0089(7) 0.0028(7) -0.0006(7)
C9 0.0243(9) 0.0152(8) 0.0180(7) 0.0065(7) 0.0025(7) -0.0018(7)
N4 0.0329(9) 0.0263(9) 0.0253(8) 0.0109(7) 0.0089(7) -0.0032(7)
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'
N N 0.0061 0.0033 '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'
O O 0.0106 0.0060 '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'
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
N1 C1 N2 122.25(15) . .
N1 C1 C5 118.57(15) . .
N2 C1 C5 119.18(16) . .
C1 N1 C2 121.08(15) . .
C1 N1 H1A 119.5 . .
C2 N1 H1A 119.5 . .
N1 C2 C3 108.96(14) . .
N1 C2 H2A 109.9 . .
C3 C2 H2A 109.9 . .
N1 C2 H2B 109.9 . .
C3 C2 H2B 109.9 . .
H2A C2 H2B 108.3 . .
O1 C3 C2 106.59(15) . .
O1 C3 C4 111.10(15) . .
C2 C3 C4 109.01(15) . .
O1 C3 H3 110.0 . .
C2 C3 H3 110.0 . .
C4 C3 H3 110.0 . .
C3 O1 H1 109.5 . .
N2 C4 C3 110.27(14) . .
N2 C4 H4A 109.6 . .
C3 C4 H4A 109.6 . .
N2 C4 H4B 109.6 . .
C3 C4 H4B 109.6 . .
H4A C4 H4B 108.1 . .
C1 N2 C4 122.59(16) . .
C1 N2 H2 118.7 . .
C4 N2 H2 118.7 . .
C6 C5 C7 120.44(15) . 2_677
C6 C5 C1 120.73(15) . .
C7 C5 C1 118.82(16) 2_677 .
C5 C6 C7 120.18(16) . .
C5 C6 H6 119.9 . .
C7 C6 H6 119.9 . .
C6 C7 C5 119.37(16) . 2_677
C6 C7 H7 120.3 . .
C5 C7 H7 120.3 2_677 .
C8 Pd1 C8 180.000(1) . 2_767
C8 Pd1 C9 90.61(8) . .
C8 Pd1 C9 89.39(7) 2_767 .
C8 Pd1 C9 89.39(7) . 2_767
C8 Pd1 C9 90.61(8) 2_767 2_767
C9 Pd1 C9 179.999(1) . 2_767
N3 C8 Pd1 178.93(17) . .
N4 C9 Pd1 178.75(18) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 N1 1.311(2) .
C1 N2 1.322(2) .
C1 C5 1.486(2) .
N1 C2 1.469(2) .
N1 H1A 0.8800 .
C2 C3 1.512(2) .
C2 H2A 0.9900 .
C2 H2B 0.9900 .
C3 O1 1.427(2) .
C3 C4 1.520(3) .
C3 H3 1.0000 .
O1 H1 0.8400 .
C4 N2 1.472(2) .
C4 H4A 0.9900 .
C4 H4B 0.9900 .
N2 H2 0.8800 .
C5 C6 1.389(3) .
C5 C7 1.400(2) 2_677
C6 C7 1.393(2) .
C6 H6 0.9500 .
C7 C5 1.400(2) 2_677
C7 H7 0.9500 .
Pd1 C8 1.9976(19) .
Pd1 C8 1.9976(19) 2_767
Pd1 C9 1.9978(19) .
Pd1 C9 1.9979(19) 2_767
C8 N3 1.147(3) .
C9 N4 1.145(3) .
