#------------------------------------------------------------------------------
#$Date: 2016-03-25 13:06:44 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179826 $
#$URL: svn://www.crystallography.net/cod/cif/7/01/22/7012209.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_7012209
loop_
_publ_author_name
'Schatz, Markus'
'Leibold, Michael'
'Foxon, Simon P.'
'Weitzer, Markus'
'Heinemann, Frank W.'
'Hampel, Frank'
'Walter, Olaf'
'Schindler, Siegfried'
_publ_section_title
;
 Syntheses and characterization of copper complexes of the ligand
 (2-aminoethyl)bis(2-pyridylmethyl)amine (uns-penp) and derivatives
;
_journal_issue                   8
_journal_name_full               'Dalton Transactions'
_journal_page_first              1480
_journal_paper_doi               10.1039/b208740e
_journal_year                    2003
_chemical_formula_sum            'C30 H37 Cl2 Cu2 N9 O8'
_chemical_formula_weight         849.67
_chemical_name_systematic        ?
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 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                 92.8550(6)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   12.6284(2)
_cell_length_b                   16.8880(2)
_cell_length_c                   34.5479(5)
_cell_measurement_reflns_used    5348
_cell_measurement_temperature    173(2)
_cell_volume                     7358.83(18)
_computing_cell_refinement       DENZO-SMN
_computing_data_collection       'Nonius Collect'
_computing_data_reduction        DENZO-SMN
_computing_molecular_graphics    'SHELXTL NT'
_computing_publication_material  'SHELXTL NT'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      173(2)
_diffrn_detector_area_resol_mean 9
_diffrn_measured_fraction_theta_full 0.820
_diffrn_measured_fraction_theta_max 0.820
_diffrn_measurement_device       'Nonius KappaCCD'
_diffrn_measurement_device_type  'Nonius KappaCCD'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus rotating anode'
_diffrn_radiation_type           Mo-Ka
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0222
_diffrn_reflns_av_sigmaI/netI    0.0440
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       44
_diffrn_reflns_limit_l_min       -44
_diffrn_reflns_number            11855
_diffrn_reflns_theta_full        27.49
_diffrn_reflns_theta_max         27.49
_diffrn_reflns_theta_min         2.08
_exptl_absorpt_coefficient_mu    1.361
_exptl_absorpt_correction_T_max  0.7725
_exptl_absorpt_correction_T_min  0.6856
_exptl_absorpt_correction_type   Scalepack
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.534
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             3488
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.707
_refine_diff_density_min         -0.438
_refine_diff_density_rms         0.078
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_hydrogen_treatment    'riding model'
_refine_ls_matrix_type           full
_refine_ls_number_parameters     460
_refine_ls_number_reflns         6935
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.022
_refine_ls_R_factor_all          0.0669
_refine_ls_R_factor_gt           0.0458
_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)+(0.0961P)²+4.8060P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1350
_refine_ls_wR_factor_ref         0.1523
_reflns_number_gt                5123
_reflns_number_total             6935
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b208740e.txt
_cod_data_source_block           ass06
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
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      C2/c
_cod_database_code               7012209
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'
'-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 -0.18251(3) -0.00900(3) 0.160034(13) 0.03621(15) Uani 1 1 d . . .
Cu2 Cu 0.02073(3) 0.14189(2) 0.118842(13) 0.03425(15) Uani 1 1 d . . .
N1 N -0.2232(2) -0.00718(18) 0.09495(9) 0.0378(7) Uani 1 1 d . . .
N2 N -0.0957(2) 0.21966(16) 0.15210(8) 0.0324(7) Uani 1 1 d . . .
N3 N 0.0180(2) 0.02754(16) 0.10392(8) 0.0313(6) Uani 1 1 d . . .
N7 N -0.0826(2) 0.05630(17) 0.19443(8) 0.0320(6) Uani 1 1 d . . .
N10 N -0.1213(2) -0.11710(18) 0.14517(10) 0.0419(8) Uani 1 1 d . . .
N20 N -0.3427(2) 0.00114(17) 0.16015(9) 0.0356(7) Uani 1 1 d . . .
N30 N -0.0019(2) 0.23316(16) 0.08107(9) 0.0358(7) Uani 1 1 d . . .
N40 N 0.1193(2) 0.18450(17) 0.16285(9) 0.0362(7) Uani 1 1 d . . .
C1 C -0.1563(3) 0.0326(3) 0.06670(10) 0.0440(10) Uani 1 1 d . . .
C2 C -0.0419(3) 0.0050(2) 0.06791(11) 0.0406(9) Uani 1 1 d . . .
C5 C -0.1727(3) 0.1840(2) 0.17767(11) 0.0398(9) Uani 1 1 d . . .
C6 C -0.1250(3) 0.1316(2) 0.20953(10) 0.0366(8) Uani 1 1 d . . .
C11 C -0.0486(3) -0.1594(3) 0.16598(15) 0.0546(12) Uani 1 1 d . . .
C12 C -0.0037(4) -0.2267(3) 0.1512(2) 0.0808(19) Uani 1 1 d . . .
C13 C -0.0350(5) -0.2530(3) 0.1150(2) 0.0843(19) Uani 1 1 d . . .
C14 C -0.1091(4) -0.2098(3) 0.09354(17) 0.0705(15) Uani 1 1 d . . .
C15 C -0.1507(3) -0.1416(2) 0.10927(13) 0.0454(10) Uani 1 1 d . . .
C16 C -0.2345(3) -0.0926(3) 0.08723(12) 0.0488(10) Uani 1 1 d . . .
C21 C -0.4005(3) -0.0084(2) 0.19123(12) 0.0446(9) Uani 1 1 d . . .
C22 C -0.5111(3) -0.0072(3) 0.18926(14) 0.0509(11) Uani 1 1 d . . .
C23 C -0.5630(3) 0.0029(2) 0.15388(15) 0.0496(11) Uani 1 1 d . . .
C24 C -0.5048(3) 0.0142(2) 0.12179(13) 0.0452(10) Uani 1 1 d . . .
C25 C -0.3952(3) 0.0130(2) 0.12561(11) 0.0381(9) Uani 1 1 d . . .
C26 C -0.3292(3) 0.0313(3) 0.09181(11) 0.0490(11) Uani 1 1 d . . .
C31 C 0.0633(3) 0.2501(2) 0.05232(12) 0.0439(9) Uani 1 1 d . . .
C32 C 0.0492(3) 0.3156(2) 0.02910(12) 0.0494(10) Uani 1 1 d . . .
C33 C -0.0322(4) 0.3672(2) 0.03616(13) 0.0486(11) Uani 1 1 d . . .
C34 C -0.0978(3) 0.3519(2) 0.06558(12) 0.0458(10) Uani 1 1 d . . .
C35 C -0.0810(3) 0.2829(2) 0.08768(11) 0.0374(9) Uani 1 1 d . . .
C36 C -0.1533(3) 0.2603(2) 0.11931(11) 0.0408(9) Uani 1 1 d . . .
C41 C 0.2194(3) 0.1581(2) 0.17003(12) 0.0425(9) Uani 1 1 d . . .
C42 C 0.2869(3) 0.1912(3) 0.19812(13) 0.0477(10) Uani 1 1 d . . .
C43 C 0.2513(3) 0.2523(2) 0.22008(12) 0.0468(10) Uani 1 1 d . . .
C44 C 0.1479(3) 0.2793(2) 0.21305(10) 0.0380(8) Uani 1 1 d . . .
C45 C 0.0844(3) 0.2436(2) 0.18418(10) 0.0318(8) Uani 1 1 d . . .
C46 C -0.0253(3) 0.2767(2) 0.17315(11) 0.0382(9) Uani 1 1 d . . .
Cl10 Cl 0.25968(7) 0.06307(5) 0.04150(3) 0.0396(2) Uani 1 1 d . . .
Cl20 Cl 0.18983(7) -0.05466(6) 0.21038(3) 0.0377(2) Uani 1 1 d . . .
O10 O 0.3377(3) 0.0286(2) 0.01798(12) 0.0834(12) Uani 1 1 d . . .
O11 O 0.2957(3) 0.1322(2) 0.05911(15) 0.1128(17) Uani 1 1 d . . .
O12 O 0.1655(3) 0.0794(2) 0.01819(9) 0.0731(10) Uani 1 1 d . . .
O13 O 0.2350(3) 0.0064(2) 0.07090(12) 0.0825(12) Uani 1 1 d . . .
O20 O 0.1464(2) -0.0283(2) 0.17415(9) 0.0652(9) Uani 1 1 d . . .
O21 O 0.2539(3) -0.1208(2) 0.20529(12) 0.0891(12) Uani 1 1 d . . .
O22 O 0.1085(2) -0.0705(2) 0.23624(10) 0.0749(10) Uani 1 1 d . . .
O23 O 0.2572(3) 0.0070(2) 0.22709(10) 0.0723(10) Uani 1 1 d . . .
C100 C -0.3772(5) 0.3436(3) 0.01471(17) 0.0813(17) Uani 1 1 d . . .
C101 C -0.3523(4) 0.2712(3) 0.03351(13) 0.0590(12) Uani 1 1 d . . .
N101 N -0.3316(3) 0.2143(3) 0.04818(12) 0.0827(14) Uani 1 1 d . . .
H10A H -0.4478 0.3426 0.0036 0.124 Uiso 1 1 d R . .
H10B H -0.3693 0.3867 0.0329 0.124 Uiso 1 1 d R . .
H10C H -0.3283 0.3523 -0.0058 0.124 Uiso 1 1 d R . .
H1A H -0.1585 0.0878 0.0714 0.099 Uiso 1 1 d R . .
H1B H -0.1877 0.0228 0.0411 0.099 Uiso 1 1 d R . .
H2A H -0.0035 0.0255 0.0464 0.099 Uiso 1 1 d R . .
H2B H -0.0361 -0.0532 0.0658 0.099 Uiso 1 1 d R . .
H3A H 0.0522 -0.0095 0.1188 0.099 Uiso 1 1 d R . .
H5A H -0.2211 0.1524 0.1617 0.099 Uiso 1 1 d R . .
H5B H -0.2113 0.2257 0.1885 0.099 Uiso 1 1 d R . .
H6A H -0.1781 0.1200 0.2278 0.099 Uiso 1 1 d R . .
H6B H -0.0685 0.1600 0.2237 0.099 Uiso 1 1 d R . .
H7A H -0.0143 0.0393 0.2003 0.099 Uiso 1 1 d R . .
H11A H -0.0268 -0.1428 0.1923 0.099 Uiso 1 1 d R . .
H12A H 0.0516 -0.2543 0.1669 0.099 Uiso 1 1 d R . .
H13A H -0.0054 -0.3011 0.1042 0.099 Uiso 1 1 d R . .
H14A H -0.1326 -0.2271 0.0677 0.099 Uiso 1 1 d R . .
H16A H -0.2320 -0.1028 0.0591 0.099 Uiso 1 1 d R . .
H16B H -0.3044 -0.1103 0.0939 0.099 Uiso 1 1 d R . .
H21A H -0.3639 -0.0178 0.2156 0.099 Uiso 1 1 d R . .
H22A H -0.5488 -0.0146 0.2116 0.099 Uiso 1 1 d R . .
H23A H -0.6381 0.0002 0.1516 0.099 Uiso 1 1 d R . .
H24A H -0.5401 0.0247 0.0968 0.099 Uiso 1 1 d R . .
H26A H -0.3657 0.0133 0.0681 0.099 Uiso 1 1 d R . .
H26B H -0.3201 0.0869 0.0900 0.099 Uiso 1 1 d R . .
H31A H 0.1222 0.2134 0.0480 0.099 Uiso 1 1 d R . .
H32A H 0.0984 0.3271 0.0090 0.099 Uiso 1 1 d R . .
H33A H -0.0440 0.4122 0.0204 0.099 Uiso 1 1 d R . .
H34A H -0.1545 0.3876 0.0713 0.099 Uiso 1 1 d R . .
H36A H -0.1845 0.3064 0.1280 0.099 Uiso 1 1 d R . .
H36B H -0.2055 0.2253 0.1080 0.099 Uiso 1 1 d R . .
H41A H 0.2434 0.1127 0.1552 0.099 Uiso 1 1 d R . .
H42A H 0.3601 0.1712 0.2015 0.099 Uiso 1 1 d R . .
H43A H 0.2969 0.2752 0.2392 0.099 Uiso 1 1 d R . .
H44A H 0.1209 0.3213 0.2273 0.099 Uiso 1 1 d R . .
H46A H -0.0575 0.2925 0.1958 0.099 Uiso 1 1 d R . .
H46B H -0.0162 0.3224 0.1569 0.099 Uiso 1 1 d 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
N7 Cu1 N20 123.13(12) . . ?
N7 Cu1 N10 113.59(12) . . ?
N20 Cu1 N10 117.53(12) . . ?
N7 Cu1 N1 132.59(12) . . ?
N20 Cu1 N1 79.92(12) . . ?
N10 Cu1 N1 80.51(12) . . ?
N3 Cu2 N30 124.58(12) . . ?
N3 Cu2 N40 122.23(11) . . ?
N30 Cu2 N40 105.75(12) . . ?
N3 Cu2 N2 132.21(11) . . ?
N30 Cu2 N2 79.40(12) . . ?
N40 Cu2 N2 79.06(11) . . ?
C16 N1 C1 112.2(3) . . ?
C16 N1 C26 109.7(3) . . ?
C1 N1 C26 107.1(3) . . ?
C16 N1 Cu1 100.4(2) . . ?
C1 N1 Cu1 123.1(2) . . ?
C26 N1 Cu1 103.6(2) . . ?
C5 N2 C46 111.7(3) . . ?
C5 N2 C36 109.5(3) . . ?
C46 N2 C36 109.5(3) . . ?
C5 N2 Cu2 121.3(2) . . ?
C46 N2 Cu2 103.4(2) . . ?
C36 N2 Cu2 100.5(2) . . ?
C2 N3 Cu2 118.0(2) . . ?
C6 N7 Cu1 116.7(2) . . ?
C11 N10 C15 118.8(4) . . ?
C11 N10 Cu1 126.4(3) . . ?
C15 N10 Cu1 114.4(3) . . ?
C21 N20 C25 117.6(3) . . ?
C21 N20 Cu1 125.1(2) . . ?
C25 N20 Cu1 117.1(3) . . ?
C35 N30 C31 118.8(3) . . ?
C35 N30 Cu2 116.8(3) . . ?
C31 N30 Cu2 124.1(3) . . ?
C45 N40 C41 118.6(3) . . ?
C45 N40 Cu2 118.0(2) . . ?
C41 N40 Cu2 123.3(3) . . ?
N1 C1 C2 114.6(3) . . ?
N3 C2 C1 113.1(3) . . ?
N2 C5 C6 115.1(3) . . ?
N7 C6 C5 112.5(3) . . ?
N10 C11 C12 121.5(5) . . ?
C13 C12 C11 120.0(5) . . ?
C12 C13 C14 118.7(5) . . ?
C13 C14 C15 119.4(5) . . ?
N10 C15 C14 121.6(4) . . ?
N10 C15 C16 116.7(3) . . ?
C14 C15 C16 121.6(4) . . ?
N1 C16 C15 112.6(3) . . ?
N20 C21 C22 123.0(4) . . ?
C23 C22 C21 118.6(4) . . ?
C22 C23 C24 119.1(4) . . ?
C23 C24 C25 119.6(4) . . ?
N20 C25 C24 122.1(4) . . ?
N20 C25 C26 116.8(3) . . ?
C24 C25 C26 120.9(4) . . ?
N1 C26 C25 112.7(3) . . ?
N30 C31 C32 122.3(4) . . ?
C31 C32 C33 118.8(4) . . ?
C34 C33 C32 119.8(4) . . ?
C33 C34 C35 118.7(4) . . ?
N30 C35 C34 121.6(4) . . ?
N30 C35 C36 116.8(3) . . ?
C34 C35 C36 121.6(4) . . ?
N2 C36 C35 112.3(3) . . ?
N40 C41 C42 122.4(4) . . ?
C43 C42 C41 119.1(3) . . ?
C42 C43 C44 118.7(3) . . ?
C45 C44 C43 119.2(4) . . ?
N40 C45 C44 122.0(3) . . ?
N40 C45 C46 117.3(3) . . ?
C44 C45 C46 120.4(3) . . ?
N2 C46 C45 113.6(3) . . ?
O11 Cl10 O12 109.3(2) . . ?
O11 Cl10 O10 111.9(3) . . ?
O12 Cl10 O10 109.6(2) . . ?
O11 Cl10 O13 109.2(3) . . ?
O12 Cl10 O13 108.8(2) . . ?
O10 Cl10 O13 108.0(2) . . ?
O21 Cl20 O20 110.0(2) . . ?
O21 Cl20 O22 111.7(2) . . ?
O20 Cl20 O22 110.8(2) . . ?
O21 Cl20 O23 107.1(3) . . ?
O20 Cl20 O23 108.74(19) . . ?
O22 Cl20 O23 108.3(2) . . ?
N101 C101 C100 179.2(7) . . ?
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 N7 2.017(3) . ?
Cu1 N20 2.030(3) . ?
Cu1 N10 2.058(3) . ?
Cu1 N1 2.282(3) . ?
Cu2 N3 1.999(3) . ?
Cu2 N30 2.031(3) . ?
Cu2 N40 2.047(3) . ?
Cu2 N2 2.319(3) . ?
N1 C16 1.472(5) . ?
N1 C1 1.484(5) . ?
N1 C26 1.487(5) . ?
N2 C5 1.474(5) . ?
N2 C46 1.478(4) . ?
N2 C36 1.484(4) . ?
N3 C2 1.474(4) . ?
N7 C6 1.485(5) . ?
N10 C11 1.342(5) . ?
N10 C15 1.342(5) . ?
N20 C21 1.339(5) . ?
N20 C25 1.351(5) . ?
N30 C35 1.334(5) . ?
N30 C31 1.352(5) . ?
N40 C45 1.329(5) . ?
N40 C41 1.351(4) . ?
C1 C2 1.517(5) . ?
C5 C6 1.514(5) . ?
C11 C12 1.381(7) . ?
C12 C13 1.366(9) . ?
C13 C14 1.374(8) . ?
C14 C15 1.388(6) . ?
C15 C16 1.518(6) . ?
C21 C22 1.394(5) . ?
C22 C23 1.368(6) . ?
C23 C24 1.374(6) . ?
C24 C25 1.384(5) . ?
C25 C26 1.500(6) . ?
C31 C32 1.373(6) . ?
C32 C33 1.379(6) . ?
C33 C34 1.368(6) . ?
C34 C35 1.403(5) . ?
C35 C36 1.507(6) . ?
C41 C42 1.379(5) . ?
C42 C43 1.370(6) . ?
C43 C44 1.393(5) . ?
C44 C45 1.385(5) . ?
C45 C46 1.524(5) . ?
Cl10 O11 1.383(4) . ?
Cl10 O12 1.430(3) . ?
Cl10 O10 1.432(3) . ?
Cl10 O13 1.440(4) . ?
Cl20 O21 1.396(3) . ?
Cl20 O20 1.413(3) . ?
Cl20 O22 1.419(3) . ?
Cl20 O23 1.446(3) . ?
C100 C101 1.412(7) . ?
C101 N101 1.112(6) . ?
