#------------------------------------------------------------------------------
#$Date: 2016-03-25 23:05:32 +0200 (Fri, 25 Mar 2016) $
#$Revision: 180025 $
#$URL: svn://www.crystallography.net/cod/cif/7/03/19/7031903.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_7031903
loop_
_publ_author_name
'Clark, Ewan R.'
'Anwar, Muhammad U.'
'Leontowicz, Bryce J.'
'Beldjoudi, Yassine'
'Hayward, John J.'
'Chan, Wesley T. K.'
'Gavey, Emma L.'
'Pilkington, Melanie'
'Zysman-Colman, Eli'
'Rawson, Jeremy M.'
_publ_section_title
;
 Synthesis and characterisation of first row transition metal complexes of
 functionalized 1,2,4-benzothiadiazines.
;
_journal_issue                   34
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              12996
_journal_paper_doi               10.1039/c4dt01413h
_journal_volume                  43
_journal_year                    2014
_chemical_formula_moiety         'C12 H9 Cl2 Cu N3 S'
_chemical_formula_sum            'C12 H9 Cl2 Cu N3 S'
_chemical_formula_weight         361.72
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           9
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'C -2yc'
_symmetry_space_group_name_H-M   'C 1 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                 116.720(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   9.0429(3)
_cell_length_b                   22.3081(5)
_cell_length_c                   7.1341(3)
_cell_measurement_reflns_used    11719
_cell_measurement_temperature    180(2)
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      1.00
_cell_volume                     1285.48(8)
_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor 1997)'
_computing_data_collection       'Collect (Nonius B.V. 1998)'
_computing_data_reduction
;
 HKL Denzo and Scalepack (Otwinowski & Minor 1997)
;
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'SHELXL-97 (Sheldrick 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      180(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Nonius Kappa CCD'
_diffrn_measurement_method       'thin slice ω and φ 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  0.0401
_diffrn_reflns_av_sigmaI/netI    0.0419
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            7761
_diffrn_reflns_theta_full        27.43
_diffrn_reflns_theta_max         27.43
_diffrn_reflns_theta_min         3.19
_exptl_absorpt_coefficient_mu    2.262
_exptl_absorpt_correction_T_max  0.890
_exptl_absorpt_correction_T_min  0.805
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
multi-scan from symmetry-related measurements 
 Sortav (Blessing 1995)
;
_exptl_crystal_colour            'dark red'
_exptl_crystal_density_diffrn    1.869
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       brick
_exptl_crystal_F_000             724
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.340
_refine_diff_density_min         -0.429
_refine_diff_density_rms         0.073
_refine_ls_abs_structure_details
'Flack H D (1983), Acta Cryst. A39, 876-881, 1122 Friedel pairs'
_refine_ls_abs_structure_Flack   -0.028(14)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     176
_refine_ls_number_reflns         2593
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      1.055
_refine_ls_R_factor_all          0.0357
_refine_ls_R_factor_gt           0.0320
_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)+(0.0140P)²+3.5139P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0657
_refine_ls_wR_factor_ref         0.0685
_reflns_number_gt                2448
_reflns_number_total             2593
_reflns_threshold_expression     >2sigma(I)
_cod_duplicate_entry             7031611
_cod_data_source_file            c4dt01413h2.cif
_cod_data_source_block           cmpnd2
_cod_original_sg_symbol_H-M      'C c'
_cod_database_code               7031903
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
Cu1 Cu 0.41217(6) 0.583216(18) 0.46302(7) 0.02337(12) Uani 1 1 d .
Cl1 Cl 0.53031(13) 0.66693(4) 0.63563(17) 0.0309(2) Uani 1 1 d .
Cl2 Cl 0.63396(11) 0.54970(4) 0.43176(15) 0.0292(2) Uani 1 1 d .
N1 N 0.1753(4) 0.61248(13) 0.3467(5) 0.0211(6) Uani 1 1 d .
N2 N 0.2919(4) 0.50583(13) 0.3594(5) 0.0226(7) Uani 1 1 d .
S1 S 0.39374(11) 0.44094(4) 0.35675(15) 0.0224(2) Uani 1 1 d .
C1 C 0.1250(5) 0.66857(17) 0.3462(6) 0.0271(9) Uani 1 1 d .
H1A H 0.2053 0.6997 0.3968 0.033 Uiso 1 1 calc R
C2 C -0.0406(5) 0.68313(18) 0.2743(7) 0.0302(9) Uani 1 1 d .
H2A H -0.0726 0.7235 0.2781 0.036 Uiso 1 1 calc R
C3 C -0.1582(5) 0.63873(19) 0.1974(7) 0.0295(10) Uani 1 1 d .
H3A H -0.2724 0.6480 0.1462 0.035 Uiso 1 1 calc R
C4 C -0.1068(5) 0.57990(18) 0.1960(7) 0.0279(9) Uani 1 1 d .
H4A H -0.1853 0.5483 0.1446 0.033 Uiso 1 1 calc R
C5 C 0.0594(5) 0.56842(17) 0.2704(6) 0.0215(8) Uani 1 1 d .
C6 C 0.1324(5) 0.50796(16) 0.2817(5) 0.0202(7) Uani 1 1 d .
N3 N 0.0301(4) 0.45983(14) 0.2147(5) 0.0237(7) Uani 1 1 d D
H3B H -0.081(3) 0.466(2) 0.161(7) 0.032(12) Uiso 1 1 d D
C7 C 0.0854(5) 0.40077(17) 0.2834(6) 0.0225(8) Uani 1 1 d .
C8 C -0.0270(5) 0.35723(19) 0.2760(6) 0.0271(9) Uani 1 1 d .
H8A H -0.1410 0.3668 0.2242 0.033 Uiso 1 1 calc R
C9 C 0.0284(5) 0.30001(17) 0.3444(6) 0.0262(8) Uani 1 1 d .
H9A H -0.0489 0.2697 0.3340 0.031 Uiso 1 1 calc R
C10 C 0.1946(5) 0.28607(18) 0.4278(6) 0.0283(9) Uani 1 1 d .
H10A H 0.2313 0.2465 0.4750 0.034 Uiso 1 1 calc R
C11 C 0.3083(5) 0.33002(18) 0.4426(6) 0.0278(9) Uani 1 1 d .
H11A H 0.4233 0.3211 0.5055 0.033 Uiso 1 1 calc R
C12 C 0.2532(5) 0.38704(16) 0.3652(6) 0.0219(8) 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'
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'
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
N2 Cu1 N1 80.07(13)
N2 Cu1 Cl1 167.30(10)
N1 Cu1 Cl1 96.44(9)
N2 Cu1 Cl2 92.14(10)
N1 Cu1 Cl2 153.42(9)
Cl1 Cu1 Cl2 96.11(4)
C1 N1 C5 118.5(3)
C1 N1 Cu1 127.0(3)
C5 N1 Cu1 114.5(2)
C6 N2 S1 121.7(3)
C6 N2 Cu1 116.4(2)
S1 N2 Cu1 121.78(17)
N2 S1 C12 100.08(17)
N1 C1 C2 122.2(4)
C3 C2 C1 119.5(4)
C2 C3 C4 118.7(4)
C5 C4 C3 118.9(4)
N1 C5 C4 122.2(4)
N1 C5 C6 112.9(3)
C4 C5 C6 124.9(4)
N2 C6 N3 125.1(3)
N2 C6 C5 116.0(3)
N3 C6 C5 118.9(3)
C6 N3 C7 122.4(3)
C8 C7 C12 120.2(4)
C8 C7 N3 119.9(4)
C12 C7 N3 119.9(3)
C9 C8 C7 119.4(4)
C8 C9 C10 120.9(4)
C9 C10 C11 119.9(4)
C12 C11 C10 119.7(4)
C11 C12 C7 119.8(3)
C11 C12 S1 120.1(3)
C7 C12 S1 120.0(3)
C6 N3 H3B 119(3)
C7 N3 H3B 116(3)
N1 C1 H1A 119
C2 C1 H1A 119
C1 C2 H2A 120
C3 C2 H2A 120
C2 C3 H3A 121
C4 C3 H3A 121
C3 C4 H4A 121
C5 C4 H4A 121
C7 C8 H8A 120
C9 C8 H8A 120
C11 C10 H10A 120
C10 C11 H11A 120
C12 C11 H11A 120
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Cu1 N2 1.997(3)
Cu1 N1 2.026(3)
Cu1 Cl1 2.2276(11)
Cu1 Cl2 2.2435(11)
N1 C1 1.331(5)
N1 C5 1.360(5)
N2 C6 1.293(5)
N2 S1 1.720(3)
S1 C12 1.770(4)
C1 C2 1.386(6)
C2 C3 1.374(6)
C3 C4 1.394(6)
C4 C5 1.374(6)
C5 C6 1.488(5)
C6 N3 1.356(5)
N3 C7 1.416(5)
C7 C8 1.389(6)
C7 C12 1.393(5)
C8 C9 1.378(6)
C9 C10 1.381(6)
C10 C11 1.390(6)
C11 C12 1.387(5)
N3 H3B 0.91(4)
C1 H1A 0.95
C2 H2A 0.95
C3 H3A 0.95
C4 H4A 0.95
C8 H8A 0.95
C9 H9A 0.95
C10 H10A 0.95
C11 H11A 0.95
