#------------------------------------------------------------------------------
#$Date: 2016-03-23 00:33:25 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179116 $
#$URL: svn://www.crystallography.net/cod/cif/4/30/78/4307815.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_4307815
loop_
_publ_author_name
'József Kaizer'
'Zoltán Zsigmond'
'Ildikó Ganszky'
'Gábor Speier'
'Michel Giorgi'
'Marius Réglier'
_publ_section_title
;
New Functional Model Complexes of Intradiol-Cleaving Catechol
Dioxygenases: Properties and Reactivity of CuII(L)(O2Ncat)
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              4660
_journal_page_last               4666
_journal_paper_doi               10.1021/ic062309a
_journal_volume                  46
_journal_year                    2007
_chemical_formula_sum            'C12 H19 Cu N3 O4'
_chemical_formula_weight         332.84
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/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                 115.337(5)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   8.4292(6)
_cell_length_b                   11.9941(9)
_cell_length_c                   15.952(1)
_cell_measurement_reflns_used    8333
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      24.67
_cell_measurement_theta_min      1.70
_cell_volume                     1457.62(19)
_computing_cell_refinement
'Denzo and Scalepack (Otwinowski & Minor, 1997)'
_computing_data_collection       'KappaCCD (Bruker-Nonius, 1998)'
_computing_data_reduction
'Denzo and Scalepack (Otwinowski & Minor, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SIR92 (Altomare et al., 1994)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.966
_diffrn_measured_fraction_theta_max 0.966
_diffrn_measurement_device_type  KappaCCD
_diffrn_measurement_method       '2 deg. Phi scan'
_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  0.043
_diffrn_reflns_av_sigmaI/netI    0.0312
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            8333
_diffrn_reflns_theta_full        24.67
_diffrn_reflns_theta_max         24.67
_diffrn_reflns_theta_min         2.21
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.514
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            'dark red'
_exptl_crystal_density_diffrn    1.517
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             692
_exptl_crystal_size_max          .3
_exptl_crystal_size_mid          .3
_exptl_crystal_size_min          .2
_refine_diff_density_max         0.901
_refine_diff_density_min         -0.808
_refine_diff_density_rms         0.140
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.230
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     181
_refine_ls_number_reflns         2382
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.230
_refine_ls_R_factor_all          0.0764
_refine_ls_R_factor_gt           0.0650
_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)+(0.0955P)²+3.5298P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1892
_refine_ls_wR_factor_ref         0.2101
_reflns_number_gt                2113
_reflns_number_total             2382
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic062309a-file003.cif
_cod_data_source_block           shelxl
_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_cell_volume        1457.62(18)
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               4307815
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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 0.09808(9) 0.19694(6) 0.03346(5) 0.0508(4) Uani 1 1 d . . .
O1 O 0.1619(6) 0.1499(4) 0.1579(3) 0.0643(12) Uani 1 1 d . . .
O2 O 0.3073(6) 0.1208(4) 0.0429(3) 0.0666(12) Uani 1 1 d . . .
O3 O 0.5363(9) -0.0794(7) 0.4339(5) 0.116(3) Uani 1 1 d . . .
O4 O 0.7712(6) -0.1129(4) 0.4127(4) 0.0700(13) Uani 1 1 d . . .
N1 N -0.1471(7) 0.2499(5) 0.0128(4) 0.0573(13) Uani 1 1 d . . .
N2 N 0.0218(8) 0.2303(5) -0.1030(4) 0.0619(14) Uani 1 1 d . . .
N3 N 0.6158(7) -0.0767(5) 0.3849(4) 0.0644(15) Uani 1 1 d . . .
C1 C -0.2479(10) 0.2573(10) -0.0921(7) 0.103(3) Uani 1 1 d . . .
H1A H -0.2931 0.1841 -0.1168 0.123 Uiso 1 1 calc R . .
H1B H -0.3469 0.3072 -0.1077 0.123 Uiso 1 1 calc R . .
C2 C -0.1366(12) 0.2975(8) -0.1345(6) 0.091(3) Uani 1 1 d . . .
H2A H -0.1993 0.2931 -0.2015 0.109 Uiso 1 1 calc R . .
H2B H -0.1058 0.3749 -0.1176 0.109 Uiso 1 1 calc R . .
C3 C -0.1367(12) 0.3584(8) 0.0586(8) 0.102(3) Uani 1 1 d . . .
H3A H -0.2497 0.3770 0.0557 0.154 Uiso 1 1 calc R . .
H3B H -0.1012 0.4150 0.0275 0.154 Uiso 1 1 calc R . .
H3C H -0.0525 0.3539 0.1222 0.154 Uiso 1 1 calc R . .
C4 C -0.2334(11) 0.1664(7) 0.0480(7) 0.080(2) Uani 1 1 d . . .
H4A H -0.1665 0.1577 0.1137 0.121 Uiso 1 1 calc R . .
H4B H -0.2399 0.0963 0.0177 0.121 Uiso 1 1 calc R . .
H4C H -0.3497 0.1913 0.0353 0.121 Uiso 1 1 calc R . .
C5 C 0.1513(14) 0.2946(8) -0.1242(6) 0.095(3) Uani 1 1 d . . .
H5A H 0.1005 0.3133 -0.1890 0.142 Uiso 1 1 calc R . .
H5B H 0.2546 0.2502 -0.1095 0.142 Uiso 1 1 calc R . .
H5C H 0.1822 0.3617 -0.0880 0.142 Uiso 1 1 calc R . .
C6 C -0.0007(13) 0.1209(7) -0.1511(6) 0.087(2) Uani 1 1 d . . .
H6A H -0.0791 0.0749 -0.1369 0.130 Uiso 1 1 calc R . .
H6B H 0.1112 0.0846 -0.1304 0.130 Uiso 1 1 calc R . .
H6C H -0.0485 0.1328 -0.2168 0.130 Uiso 1 1 calc R . .
C7 C 0.3104(8) 0.0899(5) 0.1877(4) 0.0517(14) Uani 1 1 d . . .
C8 C 0.3883(8) 0.0746(5) 0.1239(4) 0.0545(15) Uani 1 1 d . . .
C9 C 0.5373(8) 0.0086(6) 0.1500(5) 0.0625(17) Uani 1 1 d . . .
H9 H 0.5854 -0.0026 0.1079 0.075 Uiso 1 1 calc R . .
C10 C 0.6153(8) -0.0403(6) 0.2348(5) 0.0574(15) Uani 1 1 d . . .
H10 H 0.7165 -0.0828 0.2513 0.069 Uiso 1 1 calc R . .
C11 C 0.5401(8) -0.0252(5) 0.2956(4) 0.0528(14) Uani 1 1 d . . .
C12 C 0.3880(8) 0.0388(5) 0.2728(4) 0.0569(15) Uani 1 1 d . . .
H12 H 0.3398 0.0466 0.3151 0.068 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'
Cu Cu 0.3201 1.2651 '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'
N N 0.0061 0.0033 '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
O1 Cu1 O2 86.43(19) . . ?
O1 Cu1 N2 174.0(2) . . ?
O2 Cu1 N2 92.1(2) . . ?
O1 Cu1 N1 94.3(2) . . ?
O2 Cu1 N1 169.1(2) . . ?
N2 Cu1 N1 86.1(2) . . ?
C7 O1 Cu1 109.4(4) . . ?
C8 O2 Cu1 110.7(4) . . ?
C3 N1 C4 110.1(7) . . ?
C3 N1 C1 112.3(7) . . ?
C4 N1 C1 108.8(6) . . ?
C3 N1 Cu1 110.6(4) . . ?
C4 N1 Cu1 110.8(4) . . ?
C1 N1 Cu1 104.2(5) . . ?
C2 N2 C5 106.8(7) . . ?
C2 N2 C6 114.5(7) . . ?
C5 N2 C6 106.4(7) . . ?
C2 N2 Cu1 107.6(5) . . ?
C5 N2 Cu1 114.8(5) . . ?
C6 N2 Cu1 106.9(5) . . ?
O3 N3 O4 122.2(6) . . ?
O3 N3 C11 120.9(6) . . ?
O4 N3 C11 116.8(6) . . ?
C2 C1 N1 111.3(7) . . ?
C2 C1 H1A 109.4 . . ?
N1 C1 H1A 109.4 . . ?
C2 C1 H1B 109.4 . . ?
N1 C1 H1B 109.4 . . ?
H1A C1 H1B 108.0 . . ?
N2 C2 C1 109.6(7) . . ?
N2 C2 H2A 109.7 . . ?
C1 C2 H2A 109.7 . . ?
N2 C2 H2B 109.7 . . ?
C1 C2 H2B 109.7 . . ?
H2A C2 H2B 108.2 . . ?
N1 C3 H3A 109.5 . . ?
N1 C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
N1 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
N1 C4 H4A 109.5 . . ?
N1 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
N1 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
N2 C5 H5A 109.5 . . ?
N2 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
N2 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
N2 C6 H6A 109.5 . . ?
N2 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
N2 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
O1 C7 C12 124.5(6) . . ?
O1 C7 C8 117.2(5) . . ?
C12 C7 C8 118.3(6) . . ?
O2 C8 C9 124.4(6) . . ?
O2 C8 C7 116.4(5) . . ?
C9 C8 C7 119.2(6) . . ?
C10 C9 C8 122.3(6) . . ?
C10 C9 H9 118.8 . . ?
C8 C9 H9 118.8 . . ?
C9 C10 C11 118.1(6) . . ?
C9 C10 H10 120.9 . . ?
C11 C10 H10 120.9 . . ?
C10 C11 C12 122.3(6) . . ?
C10 C11 N3 120.1(6) . . ?
C12 C11 N3 117.7(6) . . ?
C7 C12 C11 119.8(6) . . ?
C7 C12 H12 120.1 . . ?
C11 C12 H12 120.1 . . ?
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 O1 1.907(4) . ?
Cu1 O2 1.934(5) . ?
Cu1 N2 2.028(6) . ?
Cu1 N1 2.049(5) . ?
O1 C7 1.343(7) . ?
O2 C8 1.299(8) . ?
O3 N3 1.229(8) . ?
O4 N3 1.267(7) . ?
N1 C3 1.476(11) . ?
N1 C4 1.481(10) . ?
N1 C1 1.522(10) . ?
N2 C2 1.453(10) . ?
N2 C5 1.489(10) . ?
N2 C6 1.490(10) . ?
N3 C11 1.428(8) . ?
C1 C2 1.453(13) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C3 H3A 0.9600 . ?
C3 H3B 0.9600 . ?
C3 H3C 0.9600 . ?
C4 H4A 0.9600 . ?
C4 H4B 0.9600 . ?
C4 H4C 0.9600 . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9600 . ?
C5 H5C 0.9600 . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?
C7 C12 1.373(9) . ?
C7 C8 1.440(9) . ?
C8 C9 1.390(9) . ?
C9 C10 1.358(9) . ?
C9 H9 0.9300 . ?
C10 C11 1.380(9) . ?
C10 H10 0.9300 . ?
C11 C12 1.402(9) . ?
C12 H12 0.9300 . ?
