#------------------------------------------------------------------------------
#$Date: 2016-02-14 16:26:36 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176435 $
#$URL: svn://www.crystallography.net/cod/cif/2/20/56/2205658.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2205658
loop_
_publ_author_name
'Zhao, Ning-Feng'
'Eichhorn, David M.'
_publ_section_title
;
 Dichlorobis(3,5-dimethylpyrazole)copper(II)
;
_journal_issue                   5
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m822
_journal_page_last               m823
_journal_paper_doi               10.1107/S1600536805009621
_journal_volume                  61
_journal_year                    2005
_chemical_formula_iupac          '[Cu Cl2 (C5 H8 N2)2]'
_chemical_formula_moiety         'C10 H16 Cl2 Cu1 N4'
_chemical_formula_sum            'C10 H16 Cl2 Cu N4'
_chemical_formula_weight         326.71
_chemical_name_systematic
;
Dichlorobis(3,5-dimethylpyrazole)copper(II)
;
_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'
_audit_creation_method           'WinGX routine CIF_UPDATE'
_cell_angle_alpha                90
_cell_angle_beta                 96.03(3)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   15.023(6)
_cell_length_b                   8.270(7)
_cell_length_c                   24.038(7)
_cell_measurement_reflns_used    24
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      12
_cell_measurement_theta_min      10
_cell_volume                     2970(3)
_computing_cell_refinement       'CAD4 EXPRESS'
_computing_data_collection       'CAD4 EXPRESS (Enraf--Nonius, 1994)'
_computing_data_reduction        'XCAD4 (Harms & Wocadlo, 1995)'
_computing_molecular_graphics    'ORTEP-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SIR92 (Altomare et al., 1993)'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device       'κ-geometry diffractometer'
_diffrn_measurement_device_type  'Enraf--Nonius CAD-4'
_diffrn_measurement_method       'non-profiled ω/2θ'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0763
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            2697
_diffrn_reflns_theta_full        24.98
_diffrn_reflns_theta_max         24.98
_diffrn_reflns_theta_min         1.7
_diffrn_standards_decay_%        -2
_diffrn_standards_interval_time  60
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    1.815
_exptl_absorpt_correction_T_max  0.696
_exptl_absorpt_correction_T_min  0.449
_exptl_absorpt_correction_type   psi-scan
_exptl_absorpt_process_details   '(North et al., 1968)'
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.461
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1336
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.927
_refine_diff_density_min         -1.144
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.074
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     158
_refine_ls_number_reflns         2607
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.074
_refine_ls_R_factor_gt           0.0665
_refine_ls_shift/su_max          0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w = 1/[σ²(Fo²)+(0.1478P)²+1.1566P] where P = (Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.2109
_reflns_number_gt                1907
_reflns_number_total             2607
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            bv6012.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:
'_exptl_absorpt_correction_type' value 'psi scan' changed to 'psi-scan'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from
2010-06-29.

'_geom_bond_publ_flag' value 'Y' changed to 'y' according to
'/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29 (4
times).

'_geom_angle_publ_flag' value 'Y' changed to 'y' according to
'/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29 (6 times).

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:

'_exptl_absorpt_correction_type' value 'psi scan' changed to
'psi-scan' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

'_geom_bond_publ_flag'
value 'Y' changed to 'y' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29 (4
times).

'_geom_angle_publ_flag' value 'Y' changed to 'y' according
to /home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary
named 'cif_core.dic' version 2.4.1 from 2010-06-29 (6 times).

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_original_formula_sum        'C10 H16 Cl2 Cu1 N4'
_cod_database_code               2205658
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_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_type_symbol
Cu 0.88335(5) 0.22234(10) 0.12178(3) 0.0513(3) Uani d . 1 Cu
Cl2 0.82529(14) 0.0906(2) 0.04530(7) 0.0725(6) Uani d . 1 Cl
Cl1 1.00026(11) 0.1103(2) 0.17329(7) 0.0704(6) Uani d . 1 Cl
N2 0.8222(3) 0.2496(6) 0.23562(19) 0.0494(12) Uani d . 1 N
H004 0.8732 0.2153 0.2505 0.059 Uiso calc R 1 H
N1 0.7991(3) 0.2608(6) 0.17996(18) 0.0442(11) Uani d . 1 N
N4 0.8810(4) 0.4772(7) 0.03617(19) 0.0551(13) Uani d . 1 N
H006 0.8573 0.4085 0.0121 0.066 Uiso calc R 1 H
N3 0.9060(3) 0.4415(6) 0.09000(19) 0.0493(12) Uani d . 1 N
C3 0.7151(4) 0.3173(7) 0.1744(2) 0.0485(14) Uani d . 1 C
C8 0.9396(4) 0.5776(8) 0.1128(2) 0.0527(14) Uani d . 1 C
C1 0.7560(4) 0.2983(8) 0.2648(3) 0.0545(15) Uani d . 1 C
C2 0.6873(4) 0.3403(8) 0.2265(3) 0.0552(15) Uani d . 1 C
H011 0.6315 0.3779 0.2341 0.066 Uiso calc R 1 H
C7 0.9338(5) 0.6988(8) 0.0725(3) 0.0611(17) Uani d . 1 C
H012 0.9519 0.8058 0.0778 0.073 Uiso calc R 1 H
C6 0.8970(4) 0.6317(8) 0.0242(3) 0.0562(15) Uani d . 1 C
C10 0.9738(6) 0.5851(9) 0.1735(3) 0.075(2) Uani d . 1 C
H01A 0.9294 0.5426 0.1955 0.113 Uiso calc R 1 H
H01B 0.9864 0.6954 0.184 0.113 Uiso calc R 1 H
H01C 1.0275 0.5221 0.18 0.113 Uiso calc R 1 H
C5 0.6677(5) 0.3453(11) 0.1176(3) 0.075(2) Uani d . 1 C
H01D 0.7083 0.3924 0.0939 0.113 Uiso calc R 1 H
H01E 0.6182 0.4173 0.1203 0.113 Uiso calc R 1 H
H01F 0.6459 0.2441 0.102 0.113 Uiso calc R 1 H
C9 0.8743(6) 0.6994(10) -0.0335(3) 0.079(2) Uani d . 1 C
H01G 0.866 0.6123 -0.0599 0.119 Uiso calc R 1 H
H01H 0.9222 0.7676 -0.0428 0.119 Uiso calc R 1 H
H01I 0.8201 0.7614 -0.0345 0.119 Uiso calc R 1 H
C4 0.7682(6) 0.3006(12) 0.3274(3) 0.084(3) Uani d . 1 C
H01J 0.7197 0.2433 0.3416 0.127 Uiso calc R 1 H
H01K 0.7687 0.4105 0.3403 0.127 Uiso calc R 1 H
H01L 0.8238 0.2496 0.3405 0.127 Uiso calc R 1 H
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
Cu 0.0528(5) 0.0514(5) 0.0472(5) 0.0073(3) -0.0068(3) -0.0021(3)
Cl2 0.0966(13) 0.0534(10) 0.0600(10) 0.0120(9) -0.0275(9) -0.0164(8)
Cl1 0.0584(10) 0.0875(13) 0.0601(10) 0.0322(9) -0.0177(7) -0.0074(9)
N2 0.050(3) 0.053(3) 0.042(3) 0.006(2) -0.009(2) 0.003(2)
N1 0.044(3) 0.049(3) 0.038(2) 0.006(2) -0.0026(19) 0.003(2)
N4 0.070(3) 0.058(3) 0.034(2) -0.002(3) -0.005(2) -0.004(2)
N3 0.055(3) 0.051(3) 0.039(2) 0.000(2) -0.007(2) 0.002(2)
C3 0.046(3) 0.046(3) 0.052(3) 0.008(3) 0.000(2) 0.002(3)
C8 0.055(3) 0.053(4) 0.047(3) 0.005(3) -0.006(3) -0.005(3)
C1 0.056(4) 0.056(4) 0.051(3) 0.005(3) 0.004(3) -0.003(3)
C2 0.046(3) 0.061(4) 0.058(4) 0.013(3) 0.004(3) -0.004(3)
C7 0.068(4) 0.049(4) 0.063(4) 0.000(3) -0.007(3) 0.005(3)
C6 0.058(4) 0.059(4) 0.050(3) 0.000(3) -0.002(3) 0.010(3)
C10 0.097(6) 0.064(4) 0.058(4) -0.009(4) -0.025(4) -0.006(3)
C5 0.059(4) 0.108(6) 0.056(4) 0.035(4) -0.008(3) -0.009(4)
C9 0.095(6) 0.086(6) 0.056(4) 0.008(4) 0.003(4) 0.020(4)
C4 0.089(6) 0.111(7) 0.051(4) 0.020(5) 0.002(4) -0.006(4)
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 0 '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'
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_
_diffrn_standard_refln_index_h
_diffrn_standard_refln_index_k
_diffrn_standard_refln_index_l
2 0 12
-5 -3 -3
1 3 -9
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
N1 Cu N3 105.5(2) y
N1 Cu Cl2 115.49(15) y
N3 Cu Cl2 101.20(15) y
N1 Cu Cl1 101.26(14) y
N3 Cu Cl1 115.39(15) y
Cl2 Cu Cl1 117.95(8) y
C1 N2 N1 111.8(5) ?
C1 N2 H004 124.1 ?
N1 N2 H004 124.1 ?
C3 N1 N2 105.3(4) ?
C3 N1 Cu 129.9(4) ?
N2 N1 Cu 124.4(4) ?
C6 N4 N3 112.3(5) ?
C6 N4 H006 123.9 ?
N3 N4 H006 123.9 ?
C8 N3 N4 105.6(5) ?
C8 N3 Cu 132.8(4) ?
N4 N3 Cu 121.5(4) ?
N1 C3 C2 109.3(5) ?
N1 C3 C5 120.1(5) ?
C2 C3 C5 130.7(6) ?
N3 C8 C7 109.3(5) ?
N3 C8 C10 121.0(6) ?
C7 C8 C10 129.7(6) ?
N2 C1 C2 106.1(5) ?
N2 C1 C4 120.8(6) ?
C2 C1 C4 133.1(6) ?
C1 C2 C3 107.5(5) ?
C1 C2 H011 126.3 ?
C3 C2 H011 126.3 ?
C6 C7 C8 107.0(6) ?
C6 C7 H012 126.5 ?
C8 C7 H012 126.5 ?
N4 C6 C7 105.9(5) ?
N4 C6 C9 121.8(6) ?
C7 C6 C9 132.3(7) ?
C8 C10 H01A 109.5 ?
C8 C10 H01B 109.5 ?
H01A C10 H01B 109.5 ?
C8 C10 H01C 109.5 ?
H01A C10 H01C 109.5 ?
H01B C10 H01C 109.5 ?
C3 C5 H01D 109.5 ?
C3 C5 H01E 109.5 ?
H01D C5 H01E 109.5 ?
C3 C5 H01F 109.5 ?
H01D C5 H01F 109.5 ?
H01E C5 H01F 109.5 ?
C6 C9 H01G 109.5 ?
C6 C9 H01H 109.5 ?
H01G C9 H01H 109.5 ?
C6 C9 H01I 109.5 ?
H01G C9 H01I 109.5 ?
H01H C9 H01I 109.5 ?
C1 C4 H01J 109.5 ?
C1 C4 H01K 109.5 ?
H01J C4 H01K 109.5 ?
C1 C4 H01L 109.5 ?
H01J C4 H01L 109.5 ?
H01K C4 H01L 109.5 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
Cu N1 2.007(5) y
Cu N3 2.010(5) y
Cu Cl2 2.2340(18) y
Cu Cl1 2.2404(18) y
N2 C1 1.336(8) ?
N2 N1 1.350(6) ?
N2 H004 0.86 ?
N1 C3 1.340(7) ?
N4 C6 1.338(9) ?
N4 N3 1.342(6) ?
N4 H006 0.86 ?
N3 C8 1.328(8) ?
C3 C2 1.375(8) ?
C3 C5 1.489(8) ?
C8 C7 1.391(9) ?
C8 C10 1.496(8) ?
C1 C2 1.355(8) ?
C1 C4 1.498(8) ?
C2 H011 0.93 ?
C7 C6 1.353(9) ?
C7 H012 0.93 ?
C6 C9 1.500(9) ?
C10 H01A 0.96 ?
C10 H01B 0.96 ?
C10 H01C 0.96 ?
C5 H01D 0.96 ?
C5 H01E 0.96 ?
C5 H01F 0.96 ?
C9 H01G 0.96 ?
C9 H01H 0.96 ?
C9 H01I 0.96 ?
C4 H01J 0.96 ?
C4 H01K 0.96 ?
C4 H01L 0.96 ?
