#------------------------------------------------------------------------------
#$Date: 2016-03-25 16:57:53 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179997 $
#$URL: svn://www.crystallography.net/cod/cif/7/02/91/7029160.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_7029160
loop_
_publ_author_name
'Thio, Yude'
'Yang, Xiandong'
'Vittal, Jagadese J.'
_publ_section_title
;
 Influence of inductive effects and steric encumbrance on the catecholase
 activities of copper(ii) complexes of reduced Schiff base ligands.
;
_journal_issue                   9
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              3545
_journal_page_last               3556
_journal_paper_doi               10.1039/c3dt52829d
_journal_volume                  43
_journal_year                    2014
_chemical_formula_sum            'C10 H12 Cu N2 O6'
_chemical_formula_weight         319.76
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           18
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2 2ab'
_symmetry_space_group_name_H-M   'P 21 21 2'
_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                   7.6423(4)
_cell_length_b                   24.3583(15)
_cell_length_c                   6.3921(4)
_cell_measurement_reflns_used    9965
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      27.80
_cell_measurement_theta_min      2.79
_cell_volume                     1189.91(12)
_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      100(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_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  0.0487
_diffrn_reflns_av_sigmaI/netI    0.0286
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       31
_diffrn_reflns_limit_k_min       -31
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            27749
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         2.79
_exptl_absorpt_coefficient_mu    1.861
_exptl_absorpt_correction_T_max  0.5633
_exptl_absorpt_correction_T_min  0.5250
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Sheldrick, 2008)'
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.785
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       'Thin plate'
_exptl_crystal_F_000             652
_exptl_crystal_size_max          0.10
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.352
_refine_diff_density_min         -0.365
_refine_diff_density_rms         0.067
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.021(13)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.070
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     183
_refine_ls_number_reflns         2726
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.071
_refine_ls_R_factor_all          0.0297
_refine_ls_R_factor_gt           0.0265
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0288P)²+0.7600P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0598
_refine_ls_wR_factor_ref         0.0607
_reflns_number_gt                2583
_reflns_number_total             2726
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c3dt52829d.txt
_cod_data_source_block           Compound_1a
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Orthorhombic' changed to
'orthorhombic' according to
/usr/data/users/saulius/automatic-downloads/current/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 2281 2013-09-26 08:29:07Z andrius 

The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'not measured' 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      P2(1)2(1)2
_cod_database_code               7029160
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z'
'-x+1/2, y+1/2, -z'
'x+1/2, -y+1/2, -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
Cu1 Cu 0.76463(3) 0.293907(11) 0.28102(4) 0.00975(8) Uani 1 1 d .
O1 O 0.5378(2) 0.31864(7) 0.3669(3) 0.0150(4) Uani 1 1 d .
O2 O 1.0117(2) 0.28164(7) 0.2230(3) 0.0120(3) Uani 1 1 d .
O3 O 1.1953(2) 0.28027(7) -0.0474(3) 0.0156(4) Uani 1 1 d .
O4 O 0.7744(2) 0.24496(7) 0.5171(3) 0.0147(4) Uani 1 1 d D
H4A H 0.688(3) 0.2385(12) 0.594(4) 0.018 Uiso 1 1 d D
H4B H 0.858(3) 0.2232(10) 0.532(5) 0.018 Uiso 1 1 d D
O5 O 0.2137(3) 0.52194(8) -0.0786(4) 0.0323(5) Uani 1 1 d .
O6 O 0.1484(3) 0.54138(8) 0.2434(4) 0.0378(6) Uani 1 1 d .
C1 C 0.4659(3) 0.36514(9) 0.3024(4) 0.0140(5) Uani 1 1 d .
C2 C 0.3588(3) 0.39468(11) 0.4415(5) 0.0197(6) Uani 1 1 d .
H2 H 0.3429 0.3815 0.5800 0.024 Uiso 1 1 calc R
C3 C 0.2764(4) 0.44242(11) 0.3809(5) 0.0233(6) Uani 1 1 d .
H3 H 0.2060 0.4624 0.4769 0.028 Uiso 1 1 calc R
C4 C 0.2979(3) 0.46076(10) 0.1785(5) 0.0211(6) Uani 1 1 d .
C5 C 0.4051(3) 0.43309(11) 0.0370(5) 0.0175(6) Uani 1 1 d .
H6 H 0.4194 0.4469 -0.1010 0.021 Uiso 1 1 calc R
C6 C 0.4907(3) 0.38560(10) 0.0969(4) 0.0129(5) Uani 1 1 d .
C7 C 0.6093(3) 0.35578(11) -0.0536(4) 0.0140(5) Uani 1 1 d .
H7A H 0.5558 0.3203 -0.0935 0.017 Uiso 1 1 calc R
H7B H 0.6246 0.3780 -0.1820 0.017 Uiso 1 1 calc R
N1 N 0.7820(3) 0.34599(8) 0.0457(3) 0.0104(4) Uani 1 1 d .
H1 H 0.810(4) 0.3744(15) 0.085(5) 0.034(10) Uiso 1 1 d .
C8 C 0.9150(3) 0.32243(10) -0.0974(4) 0.0120(5) Uani 1 1 d .
H8 H 0.8544 0.2934 -0.1811 0.014 Uiso 1 1 calc R
C9 C 1.0543(3) 0.29330(11) 0.0321(4) 0.0111(4) Uani 1 1 d .
C10 C 0.9902(3) 0.36327(10) -0.2533(4) 0.0196(6) Uani 1 1 d .
H11A H 0.8945 0.3809 -0.3300 0.029 Uiso 1 1 calc R
H11B H 1.0666 0.3440 -0.3520 0.029 Uiso 1 1 calc R
H11C H 1.0578 0.3912 -0.1784 0.029 Uiso 1 1 calc R
N2 N 0.2143(3) 0.51082(9) 0.1091(4) 0.0266(6) 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'
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_3
O1 Cu1 O4 90.28(8) .
O1 Cu1 O2 168.60(7) .
O4 Cu1 O2 90.96(7) .
O1 Cu1 N1 94.43(8) .
O4 Cu1 N1 173.66(9) .
O2 Cu1 N1 83.58(8) .
O1 Cu1 O3 102.44(7) 4_455
O4 Cu1 O3 91.73(7) 4_455
O2 Cu1 O3 88.85(6) 4_455
N1 Cu1 O3 91.41(8) 4_455
C1 O1 Cu1 123.71(15) .
C9 O2 Cu1 112.96(14) .
C9 O3 Cu1 129.95(16) 4
Cu1 O4 H4A 123(2) .
Cu1 O4 H4B 121(2) .
H4A O4 H4B 115(3) .
O1 C1 C2 118.8(2) .
O1 C1 C6 122.3(2) .
C2 C1 C6 118.9(2) .
C3 C2 C1 121.3(3) .
C3 C2 H2 119.3 .
C1 C2 H2 119.3 .
C2 C3 C4 118.9(3) .
C2 C3 H3 120.6 .
C4 C3 H3 120.6 .
C3 C4 C5 121.5(2) .
C3 C4 N2 120.6(3) .
C5 C4 N2 117.9(3) .
C6 C5 C4 120.2(3) .
C6 C5 H6 119.9 .
C4 C5 H6 119.9 .
C5 C6 C1 119.2(2) .
C5 C6 C7 120.7(2) .
C1 C6 C7 120.1(2) .
N1 C7 C6 109.8(2) .
N1 C7 H7A 109.7 .
C6 C7 H7A 109.7 .
N1 C7 H7B 109.7 .
C6 C7 H7B 109.7 .
H7A C7 H7B 108.2 .
C8 N1 C7 114.09(19) .
C8 N1 Cu1 105.51(15) .
C7 N1 Cu1 111.70(15) .
C8 N1 H1 111(3) .
C7 N1 H1 104(3) .
Cu1 N1 H1 111(3) .
N1 C8 C10 114.2(2) .
N1 C8 C9 108.92(19) .
C10 C8 C9 113.4(2) .
N1 C8 H8 106.6 .
C10 C8 H8 106.6 .
C9 C8 H8 106.6 .
O3 C9 O2 123.5(2) .
O3 C9 C8 120.5(2) .
O2 C9 C8 115.98(19) .
C8 C10 H11A 109.5 .
C8 C10 H11B 109.5 .
H11A C10 H11B 109.5 .
C8 C10 H11C 109.5 .
H11A C10 H11C 109.5 .
H11B C10 H11C 109.5 .
O5 N2 O6 122.7(2) .
O5 N2 C4 119.1(3) .
O6 N2 C4 118.2(3) .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu1 O1 1.9153(17) .
Cu1 O4 1.9247(16) .
Cu1 O2 1.9472(15) .
Cu1 N1 1.972(2) .
Cu1 O3 2.4034(17) 4_455
O1 C1 1.325(3) .
O2 C9 1.295(3) .
O3 C9 1.233(3) .
O3 Cu1 2.4034(17) 4
O4 H4A 0.838(10) .
O4 H4B 0.836(10) .
O5 N2 1.230(3) .
O6 N2 1.243(3) .
C1 C2 1.406(4) .
C1 C6 1.417(4) .
C2 C3 1.378(4) .
C2 H2 0.9500 .
C3 C4 1.378(4) .
C3 H3 0.9500 .
C4 C5 1.394(4) .
C4 N2 1.446(3) .
C5 C6 1.383(4) .
C5 H6 0.9500 .
C6 C7 1.508(3) .
C7 N1 1.484(3) .
C7 H7A 0.9900 .
C7 H7B 0.9900 .
N1 C8 1.483(3) .
N1 H1 0.77(4) .
C8 C10 1.521(3) .
C8 C9 1.524(3) .
C8 H8 1.0000 .
C10 H11A 0.9800 .
C10 H11B 0.9800 .
C10 H11C 0.9800 .
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
O4 H4A O2 0.838(10) 1.851(11) 2.685(2) 174(3) 4_456
O4 H4B O1 0.836(10) 1.829(13) 2.647(2) 166(3) 4_556
N1 H1 O6 0.77(4) 2.31(4) 3.067(3) 169(3) 2_665
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
O4 Cu1 O1 C1 161.1(2) .
O2 Cu1 O1 C1 64.8(5) .
N1 Cu1 O1 C1 -14.6(2) .
O3 Cu1 O1 C1 -107.04(19) 4_455
O1 Cu1 O2 C9 -104.9(4) .
O4 Cu1 O2 C9 158.86(16) .
N1 Cu1 O2 C9 -24.40(16) .
O3 Cu1 O2 C9 67.15(16) 4_455
Cu1 O1 C1 C2 -145.60(19) .
Cu1 O1 C1 C6 35.5(3) .
O1 C1 C2 C3 -178.0(2) .
C6 C1 C2 C3 0.9(4) .
C1 C2 C3 C4 1.1(4) .
C2 C3 C4 C5 -2.1(4) .
C2 C3 C4 N2 -179.7(2) .
C3 C4 C5 C6 1.1(4) .
N2 C4 C5 C6 178.7(2) .
C4 C5 C6 C1 0.9(4) .
C4 C5 C6 C7 -179.0(2) .
O1 C1 C6 C5 177.0(2) .
C2 C1 C6 C5 -1.9(3) .
O1 C1 C6 C7 -3.0(3) .
C2 C1 C6 C7 178.1(2) .
C5 C6 C7 N1 128.2(2) .
C1 C6 C7 N1 -51.7(3) .
C6 C7 N1 C8 -173.5(2) .
C6 C7 N1 Cu1 66.9(2) .
O1 Cu1 N1 C8 -159.23(15) .
O4 Cu1 N1 C8 62.9(8) .
O2 Cu1 N1 C8 32.04(15) .
O3 Cu1 N1 C8 -56.64(15) 4_455
O1 Cu1 N1 C7 -34.74(17) .
O4 Cu1 N1 C7 -172.6(7) .
O2 Cu1 N1 C7 156.53(17) .
O3 Cu1 N1 C7 67.85(16) 4_455
C7 N1 C8 C10 74.9(3) .
Cu1 N1 C8 C10 -162.11(17) .
C7 N1 C8 C9 -157.2(2) .
Cu1 N1 C8 C9 -34.2(2) .
Cu1 O3 C9 O2 101.0(2) 4
Cu1 O3 C9 C8 -76.1(3) 4
Cu1 O2 C9 O3 -167.71(19) .
Cu1 O2 C9 C8 9.5(3) .
N1 C8 C9 O3 -165.2(2) .
C10 C8 C9 O3 -36.9(3) .
N1 C8 C9 O2 17.5(3) .
C10 C8 C9 O2 145.8(2) .
C3 C4 N2 O5 -169.2(2) .
C5 C4 N2 O5 13.1(4) .
C3 C4 N2 O6 12.0(4) .
C5 C4 N2 O6 -165.7(2) .
