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#$Date: 2016-03-23 22:14:35 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179473 $
#$URL: svn://www.crystallography.net/cod/cif/4/33/70/4337064.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_4337064
loop_
_publ_author_name
'Antoine Béziau'
'Stéphane A. Baudron'
'Audrey Fluck'
'Mir Wais Hosseini'
_publ_contact_author
; Prof Mir Wais Hosseini
  Laboratoire de Tectonique Moléculaire, 
  UMR CNRS 7140, Université de Strasbourg,
  CS 90032
  F-67081 Strasbourg Cedex, France 
;
_publ_contact_author_email       hosseini@unistra.fr
_publ_contact_author_fax         '33 3 68 85 13 23'
_publ_contact_author_phone       '33 3 68 85 13 25'
_publ_section_title
;
 From Sequential to One-Pot Synthesis of Dipyrrin Based Grid-Type Mixed
 Metal-Organic Frameworks
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              14439
_journal_page_last               14448
_journal_paper_doi               10.1021/ic402892f
_journal_volume                  52
_journal_year                    2013
_chemical_formula_moiety         'C28 H20 N6 Pd, 2(C H Cl3) '
_chemical_formula_sum            'C30 H22 Cl6 N6 Pd'
_chemical_formula_weight         785.64
_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                79.4360(10)
_cell_angle_beta                 85.5140(10)
_cell_angle_gamma                65.8270(10)
_cell_formula_units_Z            1
_cell_length_a                   9.3800(2)
_cell_length_b                   9.4527(2)
_cell_length_c                   9.5969(2)
_cell_measurement_reflns_used    9871
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      29.08
_cell_measurement_theta_min      2.38
_cell_volume                     763.14(3)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.977
_diffrn_measured_fraction_theta_max 0.977
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω 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  0.0281
_diffrn_reflns_av_sigmaI/netI    0.0267
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            27277
_diffrn_reflns_theta_full        29.39
_diffrn_reflns_theta_max         29.39
_diffrn_reflns_theta_min         2.38
_exptl_absorpt_coefficient_mu    1.167
_exptl_absorpt_correction_T_max  0.9770
_exptl_absorpt_correction_T_min  0.8631
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.709
_exptl_crystal_description       plate
_exptl_crystal_F_000             392
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.613
_refine_diff_density_min         -0.483
_refine_diff_density_rms         0.074
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     196
_refine_ls_number_reflns         4105
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.049
_refine_ls_R_factor_all          0.0310
_refine_ls_R_factor_gt           0.0272
_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)+(0.0150P)²+0.6473P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0516
_refine_ls_wR_factor_ref         0.0534
_reflns_number_gt                3816
_reflns_number_total             4105
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic402892f_si_002_06.cif
_cod_data_source_block           compound5_CHCl3
_cod_original_sg_symbol_H-M      'P -1 '
_cod_database_code               4337064
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 0.0482(2) 0.8781(2) 0.72103(18) 0.0235(4) Uani 1 1 d .
H1 H -0.0102 0.9763 0.6694 0.028 Uiso 1 1 calc R
C2 C 0.1322(2) 0.7416(2) 0.66069(19) 0.0274(4) Uani 1 1 d .
H2 H 0.1384 0.7338 0.5650 0.033 Uiso 1 1 calc R
C3 C 0.2025(2) 0.6231(2) 0.77000(19) 0.0231(4) Uani 1 1 d .
H3 H 0.2680 0.5197 0.7627 0.028 Uiso 1 1 calc R
C4 C 0.15660(19) 0.68762(19) 0.89723(18) 0.0180(3) Uani 1 1 d .
C5 C 0.17529(18) 0.60692(19) 1.03507(18) 0.0176(3) Uani 1 1 d .
C6 C 0.08872(19) 0.66846(18) 1.15159(17) 0.0174(3) Uani 1 1 d .
C7 C 0.0630(2) 0.5814(2) 1.28027(18) 0.0234(4) Uani 1 1 d .
H7 H 0.1189 0.4749 1.3131 0.028 Uiso 1 1 calc R
C8 C -0.0600(2) 0.6840(2) 1.34735(19) 0.0276(4) Uani 1 1 d .
H8 H -0.1047 0.6601 1.4335 0.033 Uiso 1 1 calc R
C9 C -0.1051(2) 0.8316(2) 1.26085(19) 0.0236(4) Uani 1 1 d .
H9 H -0.1867 0.9226 1.2817 0.028 Uiso 1 1 calc R
C10 C 0.28244(19) 0.43675(19) 1.06240(18) 0.0190(3) Uani 1 1 d .
C11 C 0.2470(2) 0.3223(2) 1.0207(2) 0.0273(4) Uani 1 1 d .
H11 H 0.1569 0.3498 0.9691 0.033 Uiso 1 1 calc R
C12 C 0.3483(2) 0.1660(2) 1.0573(2) 0.0304(4) Uani 1 1 d .
H12 H 0.3230 0.0900 1.0293 0.036 Uiso 1 1 calc R
C13 C 0.5137(2) 0.2295(2) 1.1669(2) 0.0264(4) Uani 1 1 d .
H13 H 0.6061 0.1989 1.2159 0.032 Uiso 1 1 calc R
C14 C 0.4198(2) 0.3888(2) 1.13654(19) 0.0237(4) Uani 1 1 d .
H14 H 0.4485 0.4621 1.1654 0.028 Uiso 1 1 calc R
N1 N 0.06317(16) 0.84831(16) 0.86132(14) 0.0184(3) Uani 1 1 d .
N2 N -0.01603(16) 0.82488(16) 1.14474(15) 0.0181(3) Uani 1 1 d .
N3 N 0.47995(18) 0.11803(17) 1.13027(17) 0.0276(3) Uani 1 1 d .
Pd1 Pd 0.0000 1.0000 1.0000 0.01513(5) Uani 1 2 d S
C15 C 0.4508(2) 0.8398(2) 0.3574(2) 0.0290(4) Uani 1 1 d .
H15 H 0.5207 0.8787 0.2971 0.035 Uiso 1 1 calc R
Cl1 Cl 0.34567(7) 0.78423(7) 0.25018(7) 0.05029(16) Uani 1 1 d .
Cl2 Cl 0.32085(6) 0.99118(6) 0.44543(6) 0.03896(13) Uani 1 1 d .
Cl3 Cl 0.56366(7) 0.67632(7) 0.48021(6) 0.04328(14) 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'
Cl Cl 0.1484 0.1585 '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
N1 C1 C2 111.32(15) . .
N1 C1 H1 124.3 . .
C2 C1 H1 124.3 . .
C3 C2 C1 106.68(16) . .
C3 C2 H2 126.7 . .
C1 C2 H2 126.7 . .
C2 C3 C4 107.09(15) . .
C2 C3 H3 126.5 . .
C4 C3 H3 126.5 . .
C5 C4 N1 123.29(14) . .
C5 C4 C3 127.58(15) . .
N1 C4 C3 108.31(14) . .
C4 C5 C6 124.74(15) . .
C4 C5 C10 118.96(15) . .
C6 C5 C10 115.97(15) . .
N2 C6 C5 123.40(15) . .
N2 C6 C7 108.49(14) . .
C5 C6 C7 126.48(15) . .
C8 C7 C6 106.97(15) . .
C8 C7 H7 126.5 . .
C6 C7 H7 126.5 . .
C7 C8 C9 106.66(16) . .
C7 C8 H8 126.7 . .
C9 C8 H8 126.7 . .
N2 C9 C8 111.26(15) . .
N2 C9 H9 124.4 . .
C8 C9 H9 124.4 . .
C11 C10 C14 117.96(15) . .
C11 C10 C5 122.25(15) . .
C14 C10 C5 119.75(15) . .
C10 C11 C12 118.72(17) . .
C10 C11 H11 120.6 . .
C12 C11 H11 120.6 . .
N3 C12 C11 123.93(18) . .
N3 C12 H12 118.0 . .
C11 C12 H12 118.0 . .
N3 C13 C14 124.06(17) . .
N3 C13 H13 118.0 . .
C14 C13 H13 118.0 . .
C10 C14 C13 118.80(17) . .
C10 C14 H14 120.6 . .
C13 C14 H14 120.6 . .
C1 N1 C4 106.53(14) . .
C1 N1 Pd1 129.17(12) . .
C4 N1 Pd1 123.59(11) . .
C9 N2 C6 106.58(14) . .
C9 N2 Pd1 129.58(12) . .
C6 N2 Pd1 123.11(11) . .
C13 N3 C12 116.51(15) . .
N2 Pd1 N2 180.0 . 2_577
N2 Pd1 N1 86.58(6) . .
N2 Pd1 N1 93.42(6) 2_577 .
N2 Pd1 N1 93.42(6) . 2_577
N2 Pd1 N1 86.58(6) 2_577 2_577
N1 Pd1 N1 180.0 . 2_577
Cl3 C15 Cl1 109.84(11) . .
Cl3 C15 Cl2 110.57(11) . .
Cl1 C15 Cl2 109.90(11) . .
Cl3 C15 H15 108.8 . .
Cl1 C15 H15 108.8 . .
Cl2 C15 H15 108.8 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 N1 1.330(2) .
C1 C2 1.411(2) .
C1 H1 0.9300 .
C2 C3 1.365(3) .
C2 H2 0.9300 .
C3 C4 1.423(2) .
C3 H3 0.9300 .
C4 C5 1.385(2) .
C4 N1 1.400(2) .
C5 C6 1.399(2) .
C5 C10 1.493(2) .
C6 N2 1.393(2) .
C6 C7 1.415(2) .
C7 C8 1.372(3) .
C7 H7 0.9300 .
C8 C9 1.401(3) .
C8 H8 0.9300 .
C9 N2 1.335(2) .
C9 H9 0.9300 .
C10 C11 1.384(2) .
C10 C14 1.385(2) .
C11 C12 1.386(2) .
C11 H11 0.9300 .
C12 N3 1.335(2) .
C12 H12 0.9300 .
C13 N3 1.327(2) .
C13 C14 1.386(2) .
C13 H13 0.9300 .
C14 H14 0.9300 .
N1 Pd1 2.0147(13) .
N2 Pd1 2.0051(14) .
Pd1 N2 2.0051(14) 2_577
Pd1 N1 2.0147(13) 2_577
C15 Cl3 1.756(2) .
C15 Cl1 1.757(2) .
C15 Cl2 1.7611(19) .
C15 H15 0.9800 .
