#------------------------------------------------------------------------------
#$Date: 2016-03-25 10:51:43 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179767 $
#$URL: svn://www.crystallography.net/cod/cif/7/00/63/7006346.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_7006346
loop_
_publ_author_name
'Ismayilov, Rayyat H.'
'Wang, Wen-Zhen'
'Lee, Gene-Hsiang'
'Peng, Shie-Ming'
_publ_section_title
;
 One-, two- and three-dimensional Cu(II) complexes built via new
 oligopyrazinediamine ligands: from antiferromagnetic to ferromagnetic
 coupling.
;
_journal_issue                   3
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              478
_journal_page_last               491
_journal_paper_doi               10.1039/b507485a
_journal_year                    2006
_chemical_formula_sum            'C15 H20 Cl2 Cu N6 O11'
_chemical_formula_weight         594.81
_chemical_name_systematic
;
?
;
_space_group_IT_number           33
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2c -2n'
_symmetry_space_group_name_H-M   'P n a 21'
_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                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   13.6630(2)
_cell_length_b                   8.2483(1)
_cell_length_c                   19.8750(3)
_cell_measurement_reflns_used    all
_cell_measurement_temperature    150(1)
_cell_measurement_theta_max      27.50
_cell_measurement_theta_min      2.05
_cell_volume                     2239.84(5)
_computing_cell_refinement       DENZO-SMN
_computing_data_collection       'NONIUS COLLECT'
_computing_data_reduction        DENZO-SMN
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      150(1)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'NONIUS KappaCCD'
_diffrn_measurement_method       '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  0.0456
_diffrn_reflns_av_sigmaI/netI    0.0426
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            15857
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         2.05
_exptl_absorpt_coefficient_mu    1.285
_exptl_absorpt_correction_T_max  0.864
_exptl_absorpt_correction_T_min  0.702
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            pale-green
_exptl_crystal_density_diffrn    1.764
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1212
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.12
_refine_diff_density_max         1.092
_refine_diff_density_min         -0.697
_refine_diff_density_rms         0.206
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.075(16)
_refine_ls_extinction_coef       0.0165(10)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.081
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     347
_refine_ls_number_reflns         4383
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.081
_refine_ls_R_factor_all          0.0568
_refine_ls_R_factor_gt           0.0420
_refine_ls_shift/su_max          0.006
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0765P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0991
_refine_ls_wR_factor_ref         0.1154
_reflns_number_gt                3743
_reflns_number_total             4383
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b507485a.txt
_cod_data_source_block           ic10136
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Orthorhombic' changed to 'orthorhombic'
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      Pna2(1)
_cod_database_code               7006346
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z+1/2'
'x+1/2, -y+1/2, 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
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu -0.26511(3) 0.74992(5) -0.40146(4) 0.01684(15) Uani 1 1 d . . .
O1 O -0.2681(2) 0.9522(4) -0.48462(18) 0.0286(8) Uani 1 1 d . . .
H1A H -0.2320 1.0374 -0.4709 0.043 Uiso 1 1 d . . .
H1B H -0.2357 0.9053 -0.5189 0.043 Uiso 1 1 d . . .
O2 O -0.2577(2) 0.5393(4) -0.31355(16) 0.0255(8) Uani 1 1 d . . .
H2A H -0.2337 0.4441 -0.3291 0.038 Uiso 1 1 d . . .
H2B H -0.2413 0.5446 -0.2697 0.038 Uiso 1 1 d . . .
N1 N -0.2618(3) 0.5699(5) -0.46822(19) 0.0184(9) Uani 1 1 d . . .
N2 N -0.1141(2) 0.6667(4) -0.51464(18) 0.0215(8) Uani 1 1 d . . .
H2C H -0.0912 0.7026 -0.5532 0.026 Uiso 1 1 calc R . .
N3 N -0.1182(2) 0.7533(4) -0.4025(2) 0.0160(5) Uani 1 1 d . . .
N4 N -0.1145(2) 0.8398(4) -0.28789(18) 0.0205(8) Uani 1 1 d . . .
H4A H -0.0900 0.8048 -0.2496 0.025 Uiso 1 1 calc R . .
N5 N -0.2658(2) 0.9292(5) -0.33307(19) 0.0187(8) Uani 1 1 d . . .
N6 N 0.08433(19) 0.7566(4) -0.4017(2) 0.0163(6) Uani 1 1 d . . .
C1 C -0.3345(3) 0.4554(5) -0.4693(2) 0.0225(10) Uani 1 1 d . . .
H1C H -0.3801 0.4541 -0.4333 0.027 Uiso 1 1 calc R . .
C2 C -0.3451(3) 0.3431(5) -0.5194(2) 0.0276(10) Uani 1 1 d . . .
H2D H -0.3968 0.2661 -0.5183 0.033 Uiso 1 1 calc R . .
C3 C -0.2781(4) 0.3449(5) -0.5718(3) 0.0307(11) Uani 1 1 d . . .
H3A H -0.2846 0.2706 -0.6081 0.037 Uiso 1 1 calc R . .
C4 C -0.2017(3) 0.4550(5) -0.5712(2) 0.0263(10) Uani 1 1 d . . .
H4B H -0.1548 0.4570 -0.6064 0.032 Uiso 1 1 calc R . .
C5 C -0.1957(3) 0.5634(4) -0.5172(2) 0.0181(8) Uani 1 1 d . . .
C6 C -0.0670(3) 0.7167(5) -0.4572(2) 0.0171(9) Uani 1 1 d . . .
C7 C 0.0356(4) 0.7231(5) -0.4577(2) 0.0188(9) Uani 1 1 d . . .
H7A H 0.0704 0.7035 -0.4983 0.023 Uiso 1 1 calc R . .
C8 C 0.0347(3) 0.7896(6) -0.3458(2) 0.0195(9) Uani 1 1 d . . .
H8A H 0.0690 0.8108 -0.3051 0.023 Uiso 1 1 calc R . .
C9 C -0.0673(3) 0.7932(5) -0.3463(2) 0.0174(9) Uani 1 1 d . . .
C10 C -0.1974(3) 0.9374(4) -0.2845(2) 0.0201(9) Uani 1 1 d . . .
C11 C -0.2058(3) 1.0446(5) -0.2306(2) 0.0246(10) Uani 1 1 d . . .
H11A H -0.1576 1.0469 -0.1962 0.030 Uiso 1 1 calc R . .
C12 C -0.2858(4) 1.1478(6) -0.2281(2) 0.0319(11) Uani 1 1 d . . .
H12A H -0.2947 1.2189 -0.1910 0.038 Uiso 1 1 calc R . .
C13 C -0.3521(3) 1.1457(5) -0.2805(2) 0.0272(10) Uani 1 1 d . . .
H13A H -0.4058 1.2189 -0.2810 0.033 Uiso 1 1 calc R . .
C14 C -0.3392(3) 1.0362(4) -0.3317(2) 0.0237(10) Uani 1 1 d . . .
H14A H -0.3846 1.0365 -0.3679 0.028 Uiso 1 1 calc R . .
Cl1 Cl -0.08939(9) 0.43384(12) -0.14763(6) 0.0330(3) Uani 1 1 d . . .
O3 O -0.0391(3) 0.5478(5) -0.10492(19) 0.0569(11) Uani 1 1 d . A .
O4 O -0.0902(5) 0.4889(7) -0.2144(3) 0.054(2) Uani 0.704(10) 1 d P A 1
O5 O -0.1818(9) 0.4050(16) -0.1206(7) 0.082(4) Uani 0.704(10) 1 d P A 1
O6 O -0.0248(5) 0.3001(8) -0.1412(4) 0.067(2) Uani 0.704(10) 1 d P A 1
O4' O -0.1606(11) 0.5467(14) -0.1824(7) 0.054(5) Uani 0.296(10) 1 d P A 2
O5' O -0.161(2) 0.326(2) -0.1111(14) 0.053(7) Uani 0.296(10) 1 d P A 2
O6' O -0.0543(11) 0.3265(17) -0.1999(9) 0.065(6) Uani 0.296(10) 1 d P A 2
Cl2 Cl -0.58179(7) 0.26884(11) -0.40976(7) 0.0264(3) Uani 1 1 d . . .
O7 O -0.5343(3) 0.1207(4) -0.4279(2) 0.0452(10) Uani 1 1 d . . .
O8 O -0.6792(2) 0.2386(3) -0.38579(19) 0.0396(10) Uani 1 1 d . . .
O9 O -0.5881(3) 0.3736(5) -0.46842(19) 0.0519(10) Uani 1 1 d . . .
O10 O -0.5266(2) 0.3517(4) -0.35991(19) 0.0422(9) Uani 1 1 d . . .
O11 O 0.0121(3) 0.8391(6) -0.17628(19) 0.0530(11) Uani 1 1 d . . .
H11 H 0.0048 0.7567 -0.1520 0.079 Uiso 1 1 calc R . .
C15 C 0.0741(5) 0.9478(7) -0.1445(4) 0.072(2) Uani 1 1 d . . .
H15A H 0.0659 1.0556 -0.1645 0.109 Uiso 1 1 calc R . .
H15B H 0.1420 0.9122 -0.1501 0.109 Uiso 1 1 calc R . .
H15C H 0.0581 0.9525 -0.0965 0.109 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'
O O 0.0106 0.0060 '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'
Cu Cu 0.3201 1.2651 '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
N1 Cu1 N3 88.90(15) . . ?
N1 Cu1 N5 178.70(15) . . ?
N3 Cu1 N5 90.09(15) . . ?
N1 Cu1 N6 90.11(14) . 3_465 ?
N3 Cu1 N6 179.00(19) . 3_465 ?
N5 Cu1 N6 90.90(14) . 3_465 ?
N1 Cu1 O1 93.51(17) . . ?
N3 Cu1 O1 90.00(14) . . ?
N5 Cu1 O1 87.32(12) . . ?
N6 Cu1 O1 90.00(14) 3_465 . ?
C5 N1 C1 116.9(4) . . ?
C5 N1 Cu1 122.2(3) . . ?
C1 N1 Cu1 120.5(3) . . ?
C6 N2 C5 125.7(4) . . ?
C6 N3 C9 117.3(3) . . ?
C6 N3 Cu1 122.2(3) . . ?
C9 N3 Cu1 120.5(3) . . ?
C9 N4 C10 125.6(4) . . ?
C14 N5 C10 118.2(4) . . ?
C14 N5 Cu1 120.2(3) . . ?
C10 N5 Cu1 121.3(3) . . ?
C7 N6 C8 119.2(3) . . ?
C7 N6 Cu1 119.9(4) . 3_565 ?
C8 N6 Cu1 120.9(3) . 3_565 ?
C2 C1 N1 123.8(4) . . ?
C1 C2 C3 118.0(4) . . ?
C4 C3 C2 119.9(4) . . ?
C3 C4 C5 118.1(4) . . ?
N1 C5 C4 123.2(4) . . ?
N1 C5 N2 119.3(3) . . ?
C4 C5 N2 117.5(4) . . ?
N3 C6 N2 120.1(4) . . ?
N3 C6 C7 121.6(4) . . ?
N2 C6 C7 118.3(4) . . ?
N6 C7 C6 120.2(4) . . ?
N6 C8 C9 120.5(4) . . ?
N3 C9 N4 121.3(4) . . ?
N3 C9 C8 120.9(4) . . ?
N4 C9 C8 117.8(4) . . ?
N5 C10 N4 120.1(4) . . ?
N5 C10 C11 121.8(4) . . ?
N4 C10 C11 118.1(4) . . ?
C12 C11 C10 118.8(4) . . ?
C13 C12 C11 118.9(4) . . ?
C14 C13 C12 118.9(4) . . ?
N5 C14 C13 123.1(4) . . ?
O5 Cl1 O4 114.4(7) . . ?
O5 Cl1 O6 113.4(6) . . ?
O4 Cl1 O6 109.9(5) . . ?
O5 Cl1 O3 108.5(5) . . ?
O4 Cl1 O3 110.5(3) . . ?
O6 Cl1 O3 99.1(4) . . ?
O5 Cl1 O6' 118.2(7) . . ?
O4 Cl1 O6' 61.4(8) . . ?
O6 Cl1 O6' 51.8(8) . . ?
O3 Cl1 O6' 131.6(6) . . ?
O5 Cl1 O5' 28.9(9) . . ?
O4 Cl1 O5' 129.8(11) . . ?
O6 Cl1 O5' 84.5(10) . . ?
O3 Cl1 O5' 114.3(10) . . ?
O6' Cl1 O5' 101.6(10) . . ?
O5 Cl1 O4' 72.5(8) . . ?
O4 Cl1 O4' 50.5(6) . . ?
O6 Cl1 O4' 156.8(6) . . ?
O3 Cl1 O4' 100.1(5) . . ?
O6' Cl1 O4' 105.1(10) . . ?
O5' Cl1 O4' 99.4(12) . . ?
O10 Cl2 O7 110.3(2) . . ?
O10 Cl2 O8 110.1(2) . . ?
O7 Cl2 O8 110.9(2) . . ?
O10 Cl2 O9 107.8(2) . . ?
O7 Cl2 O9 109.4(2) . . ?
O8 Cl2 O9 108.3(2) . . ?
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
Cu1 N1 1.992(4) . ?
Cu1 N3 2.007(3) . ?
Cu1 N5 2.008(4) . ?
Cu1 N6 2.058(3) 3_465 ?
Cu1 O1 2.349(4) . ?
N1 C5 1.329(6) . ?
N1 C1 1.370(5) . ?
N2 C6 1.375(6) . ?
N2 C5 1.404(5) . ?
N3 C6 1.328(6) . ?
N3 C9 1.357(6) . ?
N4 C9 1.383(6) . ?
N4 C10 1.392(5) . ?
N5 C14 1.336(5) . ?
N5 C10 1.346(6) . ?
N6 C7 1.326(6) . ?
N6 C8 1.330(6) . ?
N6 Cu1 2.058(3) 3_565 ?
C1 C2 1.367(6) . ?
C2 C3 1.387(7) . ?
C3 C4 1.383(7) . ?
C4 C5 1.399(6) . ?
C6 C7 1.403(7) . ?
C8 C9 1.394(7) . ?
C10 C11 1.393(6) . ?
C11 C12 1.386(6) . ?
C12 C13 1.380(7) . ?
C13 C14 1.373(6) . ?
Cl1 O5 1.393(12) . ?
Cl1 O4 1.402(5) . ?
Cl1 O6 1.418(6) . ?
Cl1 O3 1.441(4) . ?
Cl1 O6' 1.447(12) . ?
Cl1 O5' 1.51(3) . ?
Cl1 O4' 1.514(12) . ?
Cl2 O10 1.421(3) . ?
Cl2 O7 1.430(3) . ?
Cl2 O8 1.436(3) . ?
Cl2 O9 1.454(4) . ?
O11 C15 1.386(7) . ?
