#------------------------------------------------------------------------------
#$Date: 2016-02-16 22:30:59 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176467 $
#$URL: svn://www.crystallography.net/cod/cif/4/31/76/4317628.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_4317628
loop_
_publ_author_name
'Bidyut K. Santra'
'Pattubala A. N. Reddy'
'Munirathinam Nethaji'
'Akhil R. Chakravarty'
_publ_section_title
;
 Structural Model for the Cu BSite of Dopamine β-Hydroxylase: Crystal
 Structure of a Copper(II) Complex Showing N3OS Coordination with an Axial
 Sulfur Ligation
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              1328
_journal_page_last               1332
_journal_paper_doi               10.1021/ic010926n
_journal_volume                  41
_journal_year                    2002
_chemical_formula_sum            'C24.5 H22 Cl Cu N3 O5.5 S'
_chemical_formula_weight         577.50
_chemical_name_systematic
;
[N-(2-(methylthio))salicylaldiminato](2,2'-bipyridyl)copper(II) 
perchlorate hemi-methanol solvate
;
_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                 101.83(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.114(2)
_cell_length_b                   10.877(2)
_cell_length_c                   22.720(8)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      17.93
_cell_measurement_theta_min      7.44
_cell_volume                     2446.3(11)
_computing_cell_refinement       'CAD4 package '
_computing_data_collection       'CAD4 package '
_computing_data_reduction        'XCAD4 (Harms & Wocadlo, 1995) '
_computing_molecular_graphics    'Ortep-3 '
_computing_publication_material
'Wingx publication routines (Farrugia, 1999) '
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997) '
_computing_structure_solution    'XCAD4 (Harms & Wocadlo, 1995) '
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Enraf Nonius CAD4'
_diffrn_measurement_method       'omega 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  0.0000
_diffrn_reflns_av_sigmaI/netI    0.0255
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            4259
_diffrn_reflns_theta_full        24.97
_diffrn_reflns_theta_max         24.97
_diffrn_reflns_theta_min         1.83
_diffrn_standards_decay_%        <10%
_diffrn_standards_interval_count 400
_diffrn_standards_interval_time  '3600 scans exposure time'
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    1.132
_exptl_absorpt_correction_T_max  0.7728
_exptl_absorpt_correction_T_min  0.6860
_exptl_absorpt_correction_type   difabs
_exptl_absorpt_process_details   difabs
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.568
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       rectangular
_exptl_crystal_F_000             1184
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.24
_refine_diff_density_max         0.501
_refine_diff_density_min         -0.288
_refine_diff_density_rms         0.049
_refine_ls_extinction_coef       0.0001(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     407
_refine_ls_number_reflns         4259
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.040
_refine_ls_R_factor_all          0.0446
_refine_ls_R_factor_gt           0.0326
_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)+(0.0501P)²+1.4555P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0904
_refine_ls_wR_factor_ref         0.0955
_reflns_number_gt                3430
_reflns_number_total             4259
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic010926n.cif
_cod_data_source_block           arc
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to the built-in table from CIF Core dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana 
;
_cod_original_cell_volume        2446.2(12)
_cod_original_formula_sum        'C24.50 H22 Cl Cu N3 O5.50 S'
_cod_database_code               4317628
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 0.45330(3) 0.37960(3) 0.752338(14) 0.04426(13) Uani 1 1 d . . .
Cl1 Cl 0.27255(7) 0.70986(7) 0.91527(3) 0.0527(2) Uani 1 1 d . . .
S1 S 0.56672(7) 0.60905(7) 0.80995(3) 0.04390(18) Uani 1 1 d . . .
O1 O 0.28413(18) 0.4073(2) 0.70154(8) 0.0482(5) Uani 1 1 d . . .
O11 O 0.3423(5) 0.8165(3) 0.93846(14) 0.1346(15) Uani 1 1 d . . .
O12 O 0.1366(3) 0.7231(5) 0.91278(18) 0.1512(18) Uani 1 1 d . . .
O13 O 0.2925(3) 0.6874(4) 0.85664(11) 0.1030(10) Uani 1 1 d . . .
O14 O 0.3250(3) 0.6135(3) 0.95469(13) 0.0961(9) Uani 1 1 d . . .
O2 O 0.0000 0.5000 0.0000 0.227(4) Uani 1 2 d S . .
N1 N 0.6105(2) 0.2962(2) 0.80582(9) 0.0404(5) Uani 1 1 d . . .
N2 N 0.3694(2) 0.3423(2) 0.82242(10) 0.0450(5) Uani 1 1 d . . .
N3 N 0.5531(2) 0.4680(2) 0.69883(9) 0.0391(5) Uani 1 1 d . . .
C1 C 0.7276(3) 0.2648(3) 0.79155(14) 0.0479(7) Uani 1 1 d . . .
H1 H 0.725(3) 0.269(3) 0.7485(14) 0.059(9) Uiso 1 1 d . . .
C2 C 0.8377(3) 0.2291(3) 0.83467(16) 0.0560(8) Uani 1 1 d . . .
H2 H 0.916(3) 0.208(3) 0.8215(14) 0.056(9) Uiso 1 1 d . . .
C3 C 0.8262(4) 0.2253(3) 0.89366(16) 0.0621(9) Uani 1 1 d . . .
H3 H 0.899(4) 0.204(4) 0.9222(17) 0.085(12) Uiso 1 1 d . . .
C4 C 0.7045(3) 0.2521(3) 0.90857(14) 0.0539(8) Uani 1 1 d . . .
H4 H 0.691(3) 0.247(3) 0.9459(16) 0.070(11) Uiso 1 1 d . . .
C5 C 0.5964(3) 0.2863(2) 0.86362(11) 0.0400(6) Uani 1 1 d . . .
C6 C 0.4588(3) 0.3108(3) 0.87317(12) 0.0426(6) Uani 1 1 d . . .
C7 C 0.4193(4) 0.3010(3) 0.92780(14) 0.0563(8) Uani 1 1 d . . .
H7 H 0.484(3) 0.282(3) 0.9611(14) 0.057(9) Uiso 1 1 d . . .
C8 C 0.2865(4) 0.3250(4) 0.93018(16) 0.0657(9) Uani 1 1 d . . .
H8 H 0.259(3) 0.314(3) 0.9658(17) 0.073(10) Uiso 1 1 d . . .
C9 C 0.1961(4) 0.3556(4) 0.87857(16) 0.0624(9) Uani 1 1 d . . .
H9 H 0.110(4) 0.373(3) 0.8788(16) 0.068(11) Uiso 1 1 d . . .
C10 C 0.2406(3) 0.3636(3) 0.82537(15) 0.0570(8) Uani 1 1 d . . .
H10 H 0.184(3) 0.393(3) 0.7916(15) 0.057(9) Uiso 1 1 d . . .
C11 C 0.2662(3) 0.4155(2) 0.64268(12) 0.0411(6) Uani 1 1 d . . .
C12 C 0.1365(3) 0.3928(3) 0.60789(14) 0.0480(7) Uani 1 1 d . . .
H12 H 0.075(3) 0.374(3) 0.6263(14) 0.047(9) Uiso 1 1 d . . .
C13 C 0.1112(4) 0.4009(3) 0.54642(15) 0.0596(9) Uani 1 1 d . . .
H13 H 0.029(4) 0.382(3) 0.5277(17) 0.079(12) Uiso 1 1 d . . .
C14 C 0.2107(4) 0.4340(4) 0.51612(15) 0.0667(10) Uani 1 1 d . . .
H14 H 0.199(4) 0.448(4) 0.4759(18) 0.080(11) Uiso 1 1 d . . .
C15 C 0.3381(4) 0.4570(3) 0.54855(13) 0.0570(8) Uani 1 1 d . . .
H15 H 0.404(3) 0.479(3) 0.5300(14) 0.051(9) Uiso 1 1 d . . .
C16 C 0.3695(3) 0.4475(3) 0.61178(11) 0.0425(6) Uani 1 1 d . . .
C17 C 0.5039(3) 0.4810(3) 0.64207(12) 0.0423(6) Uani 1 1 d . . .
H17 H 0.558(3) 0.523(3) 0.6194(12) 0.038(7) Uiso 1 1 d . . .
C18 C 0.6860(3) 0.5126(3) 0.72315(12) 0.0422(6) Uani 1 1 d . . .
C19 C 0.7938(3) 0.4892(3) 0.69537(15) 0.0523(7) Uani 1 1 d . . .
H19 H 0.778(3) 0.448(3) 0.6609(13) 0.041(7) Uiso 1 1 d . . .
C20 C 0.9233(3) 0.5250(3) 0.72228(17) 0.0620(9) Uani 1 1 d . . .
H20 H 0.997(3) 0.509(3) 0.7039(13) 0.053(8) Uiso 1 1 d . . .
C21 C 0.9464(3) 0.5838(3) 0.77710(18) 0.0617(9) Uani 1 1 d . . .
H21 H 1.033(4) 0.601(3) 0.7961(16) 0.069(10) Uiso 1 1 d . . .
C22 C 0.8400(3) 0.6094(3) 0.80464(16) 0.0531(7) Uani 1 1 d . . .
H22 H 0.858(3) 0.644(3) 0.8412(14) 0.047(8) Uiso 1 1 d . . .
C23 C 0.7090(3) 0.5743(3) 0.77850(12) 0.0419(6) Uani 1 1 d . . .
C24 C 0.6353(4) 0.6072(4) 0.88985(15) 0.0536(8) Uani 1 1 d . . .
H24A H 0.573(4) 0.612(3) 0.9094(16) 0.064(11) Uiso 1 1 d . . .
H24B H 0.691(4) 0.678(4) 0.9023(15) 0.070(10) Uiso 1 1 d . . .
H24C H 0.682(4) 0.532(4) 0.9024(16) 0.079(12) Uiso 1 1 d . . .
C25 C 0.0278(12) 0.3875(12) 0.0076(6) 0.109(3) Uiso 0.50 1 d P . .
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'
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'
S S 0.1246 0.1234 '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'
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 N3 93.41(9) . . ?
O1 Cu1 N2 92.30(9) . . ?
N3 Cu1 N2 160.53(10) . . ?
O1 Cu1 N1 161.95(9) . . ?
N3 Cu1 N1 98.67(9) . . ?
N2 Cu1 N1 80.71(9) . . ?
O12 Cl1 O11 110.5(3) . . ?
O12 Cl1 O13 108.4(2) . . ?
O11 Cl1 O13 109.9(2) . . ?
O12 Cl1 O14 110.3(3) . . ?
O11 Cl1 O14 106.4(2) . . ?
O13 Cl1 O14 111.3(2) . . ?
C23 S1 C24 103.08(16) . . ?
C11 O1 Cu1 123.56(17) . . ?
C25 O2 C25 180.0(11) 3_565 . ?
C1 N1 C5 119.3(2) . . ?
C1 N1 Cu1 126.88(19) . . ?
C5 N1 Cu1 113.29(17) . . ?
C10 N2 C6 119.2(3) . . ?
C10 N2 Cu1 125.6(2) . . ?
C6 N2 Cu1 114.33(18) . . ?
C17 N3 C18 119.2(2) . . ?
C17 N3 Cu1 121.67(19) . . ?
C18 N3 Cu1 118.99(17) . . ?
N1 C1 C2 121.8(3) . . ?
C3 C2 C1 119.1(3) . . ?
C2 C3 C4 119.7(3) . . ?
C3 C4 C5 119.1(3) . . ?
N1 C5 C4 120.9(3) . . ?
N1 C5 C6 114.7(2) . . ?
C4 C5 C6 124.4(3) . . ?
N2 C6 C7 121.2(3) . . ?
N2 C6 C5 113.9(2) . . ?
C7 C6 C5 124.9(3) . . ?
C8 C7 C6 118.9(3) . . ?
C9 C8 C7 119.7(3) . . ?
C8 C9 C10 119.0(3) . . ?
N2 C10 C9 122.0(3) . . ?
O1 C11 C12 118.5(3) . . ?
O1 C11 C16 124.0(2) . . ?
C12 C11 C16 117.5(3) . . ?
C13 C12 C11 121.3(3) . . ?
C12 C13 C14 121.5(3) . . ?
C15 C14 C13 118.8(3) . . ?
C14 C15 C16 121.7(3) . . ?
C15 C16 C11 119.2(3) . . ?
C15 C16 C17 117.5(3) . . ?
C11 C16 C17 123.1(2) . . ?
N3 C17 C16 125.7(3) . . ?
C19 C18 C23 119.6(3) . . ?
C19 C18 N3 121.7(3) . . ?
C23 C18 N3 118.6(2) . . ?
C20 C19 C18 120.5(3) . . ?
C21 C20 C19 120.0(3) . . ?
C20 C21 C22 120.0(3) . . ?
C21 C22 C23 121.0(3) . . ?
C22 C23 C18 118.9(3) . . ?
C22 C23 S1 123.4(2) . . ?
C18 C23 S1 117.7(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 O1 1.8816(19) . ?
Cu1 N3 1.981(2) . ?
Cu1 N2 1.994(2) . ?
Cu1 N1 2.009(2) . ?
Cl1 O12 1.372(3) . ?
Cl1 O11 1.403(3) . ?
Cl1 O13 1.409(3) . ?
Cl1 O14 1.410(3) . ?
S1 C23 1.773(3) . ?
S1 C24 1.806(3) . ?
O1 C11 1.315(3) . ?
O2 C25 1.260(13) 3_565 ?
O2 C25 1.260(13) . ?
N1 C1 1.335(4) . ?
N1 C5 1.354(3) . ?
N2 C10 1.338(4) . ?
N2 C6 1.355(3) . ?
N3 C17 1.291(3) . ?
N3 C18 1.429(3) . ?
C1 C2 1.379(4) . ?
C2 C3 1.369(5) . ?
C3 C4 1.374(5) . ?
C4 C5 1.385(4) . ?
C5 C6 1.476(4) . ?
C6 C7 1.384(4) . ?
C7 C8 1.380(5) . ?
C8 C9 1.372(5) . ?
C9 C10 1.376(5) . ?
C11 C12 1.408(4) . ?
C11 C16 1.416(4) . ?
C12 C13 1.370(5) . ?
C13 C14 1.378(5) . ?
C14 C15 1.370(5) . ?
C15 C16 1.410(4) . ?
C16 C17 1.438(4) . ?
C18 C19 1.391(4) . ?
C18 C23 1.402(4) . ?
C19 C20 1.382(5) . ?
C20 C21 1.377(5) . ?
C21 C22 1.380(5) . ?
C22 C23 1.390(4) . ?
