#------------------------------------------------------------------------------
#$Date: 2016-02-18 14:25:00 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176728 $
#$URL: svn://www.crystallography.net/cod/cif/8/10/23/8102324.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_8102324
loop_
_publ_author_name
'Rong-Qing Li'
'Pu-Su Zhao'
'Yu-Jia Tao'
'Hong-Yan Wang'
_publ_section_title
;
 Crystal structure of isothiocyanato{2-[1-(2-pyridylmethylimino)ethyl]
 pyrrolato-k3N,N',N''}copper(II) methanol solvate, [Cu(C12H12N3)(NCS)]
 · CH3OH
;
_journal_issue                   4
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              489
_journal_volume                  223
_journal_year                    2008
_chemical_formula_moiety         'C13 H12 Cu N4 S, 0.5(C2 H8 O2)'
_chemical_formula_sum            'C14 H16 Cu N4 O S'
_chemical_formula_weight         351.91
_chemical_name_systematic
; 
Isothiocyanato{2-[1-(2-pyridylmethylimino)ethyl]
pyrrolato-κ³N,N',N"}copper(II) solvate
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                110.968(17)
_cell_angle_beta                 93.87(2)
_cell_angle_gamma                109.03(2)
_cell_formula_units_Z            2
_cell_length_a                   6.8764(8)
_cell_length_b                   10.2360(10)
_cell_length_c                   12.4868(13)
_cell_measurement_reflns_used    2649
_cell_measurement_temperature    291(2)
_cell_measurement_theta_max      25.34
_cell_measurement_theta_min      2.11
_cell_volume                     758.8(2)
_computing_cell_refinement       SMART
_computing_data_collection       'SMART (Bruker, 2000)'
_computing_data_reduction        'SAINT (Bruker, 2000)'
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL
_computing_structure_refinement  SHELXTL
_computing_structure_solution    'SHELXTL (Bruker, 2000)'
_diffrn_ambient_temperature      291(2)
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  'Bruker Smart Apex CCD'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71070
_diffrn_reflns_av_R_equivalents  0.0491
_diffrn_reflns_av_sigmaI/netI    0.0652
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            7232
_diffrn_reflns_theta_full        25.35
_diffrn_reflns_theta_max         25.35
_diffrn_reflns_theta_min         3.16
_exptl_absorpt_coefficient_mu    1.580
_exptl_absorpt_correction_T_max  0.71
_exptl_absorpt_correction_T_min  0.64
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS; Bruker, 2000'
_exptl_crystal_colour            brown
_exptl_crystal_density_diffrn    1.540
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             362
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.22
_refine_diff_density_max         0.332
_refine_diff_density_min         -0.444
_refine_diff_density_rms         0.076
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.093
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     210
_refine_ls_number_reflns         2760
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.093
_refine_ls_R_factor_all          0.0829
_refine_ls_R_factor_gt           0.0594
_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)+(0.05P)²+0.99P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1231
_refine_ls_wR_factor_ref         0.1295
_reflns_number_gt                2136
_reflns_number_total             2760
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            1267-2357.cff
_cod_data_source_block           2
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
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 1555 2011-01-17 13:19:09Z saulius 
;
_cod_original_sg_symbol_H-M      'P-1   '
_cod_database_code               8102324
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -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
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.4230(7) 0.7410(5) 0.6092(4) 0.0380(11) Uani 1 1 d . . .
H1 H 0.4357 0.8175 0.5833 0.046 Uiso 1 1 calc R . .
C2 C 0.5192(9) 0.7624(7) 0.7165(5) 0.0561(15) Uani 1 1 d . . .
H2 H 0.6059 0.8548 0.7752 0.067 Uiso 1 1 calc R . .
C3 C 0.4655(8) 0.6213(6) 0.7236(5) 0.0503(13) Uani 1 1 d . . .
H3 H 0.5066 0.6007 0.7863 0.060 Uiso 1 1 calc R . .
C4 C 0.3382(7) 0.5210(5) 0.6161(4) 0.0389(11) Uani 1 1 d . . .
C5 C 0.2308(8) 0.3562(6) 0.5605(4) 0.0412(11) Uani 1 1 d . . .
C6 C 0.0119(8) 0.1485(5) 0.3813(4) 0.0427(12) Uani 1 1 d . . .
H6A H -0.1074 0.1069 0.4125 0.051 Uiso 1 1 calc R . .
H6B H 0.1032 0.0929 0.3784 0.051 Uiso 1 1 calc R . .
C7 C -0.0628(7) 0.1345(5) 0.2599(4) 0.0392(11) Uani 1 1 d . . .
C8 C -0.1781(8) -0.0038(6) 0.1666(4) 0.0461(12) Uani 1 1 d . . .
H8 H -0.2132 -0.0930 0.1779 0.055 Uiso 1 1 calc R . .
C9 C -0.2382(8) -0.0077(6) 0.0606(5) 0.0488(13) Uani 1 1 d . . .
H9 H -0.3117 -0.0999 -0.0021 0.059 Uiso 1 1 calc R . .
C10 C -0.1913(8) 0.1241(6) 0.0446(5) 0.0457(12) Uani 1 1 d . . .
H10 H -0.2322 0.1226 -0.0285 0.055 Uiso 1 1 calc R . .
C11 C -0.0838(7) 0.2568(6) 0.1378(4) 0.0423(12) Uani 1 1 d . . .
H11 H -0.0552 0.3463 0.1274 0.051 Uiso 1 1 calc R . .
C12 C 0.2403(8) 0.2593(6) 0.6224(4) 0.0482(13) Uani 1 1 d . . .
H12A H 0.1002 0.1993 0.6226 0.072 Uiso 1 1 calc R . .
H12B H 0.3167 0.3212 0.7017 0.072 Uiso 1 1 calc R . .
H12C H 0.3102 0.1942 0.5832 0.072 Uiso 1 1 calc R . .
C13 C 0.2317(8) 0.7039(6) 0.3022(4) 0.0430(12) Uani 1 1 d . . .
Cu1 Cu 0.14990(10) 0.45252(7) 0.38811(6) 0.0428(2) Uani 1 1 d . . .
N1 N 0.3052(6) 0.5913(4) 0.5449(4) 0.0428(10) Uani 1 1 d . . .
N2 N 0.1235(7) 0.3040(5) 0.4545(4) 0.0474(10) Uani 1 1 d . . .
N3 N -0.0161(7) 0.2645(5) 0.2457(4) 0.0461(10) Uani 1 1 d . . .
N4 N 0.1816(7) 0.5971(5) 0.3191(4) 0.0523(11) Uani 1 1 d . . .
S1 S 0.3047(2) 0.85814(15) 0.27827(12) 0.0476(3) Uani 1 1 d . . .
C14 C 0.155(5) 0.423(4) 0.940(3) 0.060(8) Uani 0.41(4) 1 d P A 1
H14A H 0.0876 0.3656 0.9716 0.090 Uiso 0.41(4) 1 d PR A 1
H14B H 0.0922 0.4802 0.9358 0.090 Uiso 0.41(4) 1 d PR A 1
H14C H 0.1627 0.3691 0.8718 0.090 Uiso 0.41(4) 1 d PR A 1
O1 O 0.365(3) 0.468(2) 0.9946(12) 0.055(6) Uani 0.41(4) 1 d P . 1
H1A H 0.4538 0.4133 0.9971 0.066 Uiso 0.41(4) 1 d PR A 1
C14' C 0.429(2) 0.557(3) 1.0253(13) 0.047(3) Uani 0.59(4) 1 d P . 2
H14D H 0.4372 0.5930 0.9638 0.056 Uiso 0.59(4) 1 d PR A 2
H14E H 0.5673 0.5962 1.0722 0.056 Uiso 0.59(4) 1 d PR A 2
H14F H 0.3395 0.5956 1.0730 0.056 Uiso 0.59(4) 1 d PR A 2
O1' O 0.243(3) 0.4245(15) 0.9595(11) 0.049(5) Uani 0.59(4) 1 d P A 2
H1B H 0.2734 0.3615 0.9043 0.059 Uiso 0.59(4) 1 d PR A 2
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'
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
C2 C1 N1 110.5(5) . . ?
C2 C1 H1 124.8 . . ?
N1 C1 H1 124.8 . . ?
C1 C2 C3 108.6(5) . . ?
C1 C2 H2 125.7 . . ?
C3 C2 H2 125.7 . . ?
C4 C3 C2 103.9(5) . . ?
C4 C3 H3 128.1 . . ?
C2 C3 H3 128.1 . . ?
C3 C4 N1 112.6(4) . . ?
C3 C4 C5 134.3(5) . . ?
N1 C4 C5 113.1(4) . . ?
N2 C5 C4 114.8(5) . . ?
N2 C5 C12 123.2(5) . . ?
C4 C5 C12 122.0(4) . . ?
N2 C6 C7 108.6(4) . . ?
N2 C6 H6A 110.0 . . ?
C7 C6 H6A 110.0 . . ?
N2 C6 H6B 110.0 . . ?
C7 C6 H6B 110.0 . . ?
H6A C6 H6B 108.3 . . ?
N3 C7 C8 120.6(5) . . ?
N3 C7 C6 116.1(4) . . ?
C8 C7 C6 123.2(4) . . ?
C9 C8 C7 119.9(5) . . ?
C9 C8 H8 120.0 . . ?
C7 C8 H8 120.0 . . ?
C8 C9 C10 120.0(5) . . ?
C8 C9 H9 120.0 . . ?
C10 C9 H9 120.0 . . ?
C11 C10 C9 118.6(5) . . ?
C11 C10 H10 120.7 . . ?
C9 C10 H10 120.7 . . ?
C10 C11 N3 122.8(5) . . ?
C10 C11 H11 118.6 . . ?
N3 C11 H11 118.6 . . ?
C5 C12 H12A 109.5 . . ?
C5 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C5 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
N4 C13 S1 179.7(6) . . ?
N4 Cu1 N1 98.22(18) . . ?
N4 Cu1 N2 178.15(19) . . ?
N1 Cu1 N2 82.50(18) . . ?
N4 Cu1 N3 98.47(19) . . ?
N1 Cu1 N3 163.28(18) . . ?
N2 Cu1 N3 80.79(18) . . ?
C1 N1 C4 104.4(4) . . ?
C1 N1 Cu1 141.2(4) . . ?
C4 N1 Cu1 113.6(3) . . ?
C5 N2 C6 125.2(5) . . ?
C5 N2 Cu1 115.5(4) . . ?
C6 N2 Cu1 118.8(3) . . ?
C7 N3 C11 117.9(4) . . ?
C7 N3 Cu1 115.6(3) . . ?
C11 N3 Cu1 126.5(3) . . ?
C13 N4 Cu1 164.3(5) . . ?
O1 C14 H14A 103.2 . . ?
O1 C14 H14B 126.6 . . ?
H14A C14 H14B 109.5 . . ?
O1 C14 H14C 97.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
O1 C14 H1B 54.2 . . ?
H14A C14 H1B 99.5 . . ?
H14B C14 H1B 148.6 . . ?
H14C C14 H1B 47.1 . . ?
C14 O1 O1 155(3) . 2_667 ?
C14 O1 H1A 132.8 . . ?
O1 O1 H1A 53.5 2_667 . ?
C14 O1 H14D 94.0 . . ?
O1 O1 H14D 68.5 2_667 . ?
H1A O1 H14D 119.4 . . ?
C14 O1 H14F 86.0 . . ?
O1 O1 H14F 102.0 2_667 . ?
H1A O1 H14F 135.6 . . ?
H14D O1 H14F 67.3 . . ?
C14 O1 H1B 54.2 . . ?
O1 O1 H1B 112.0 2_667 . ?
H1A O1 H1B 83.6 . . ?
H14D O1 H1B 105.3 . . ?
H14F O1 H1B 139.6 . . ?
O1' C14' C14' 86(2) . 2_667 ?
O1' C14' H1A 64.4 . . ?
O1' C14' H14D 93.8 . . ?
C14' C14' H14D 95.6 2_667 . ?
H1A C14' H14D 115.3 . . ?
O1' C14' H14E 145.9 . . ?
C14' C14' H14E 66.2 2_667 . ?
H1A C14' H14E 82.5 . . ?
H14D C14' H14E 108.3 . . ?
O1' C14' H14F 87.0 . . ?
C14' C14' H14F 155.6 2_667 . ?
H1A C14' H14F 128.3 . . ?
H14D C14' H14F 108.3 . . ?
H14E C14' H14F 109.2 . . ?
C14' O1' H14A 138.7 . . ?
C14' O1' H14B 104.6 . . ?
H14A O1' H14B 66.4 . . ?
C14' O1' H14C 135.2 . . ?
H14A O1' H14C 80.8 . . ?
H14B O1' H14C 67.5 . . ?
C14' O1' H1B 110.5 . . ?
H14A O1' H1B 108.0 . . ?
H14B O1' H1B 120.8 . . ?
H14C O1' H1B 53.9 . . ?
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
C1 C2 1.363(7) . ?
C1 N1 1.368(6) . ?
C1 H1 0.9300 . ?
C2 C3 1.406(8) . ?
C2 H2 0.9300 . ?
C3 C4 1.375(7) . ?
C3 H3 0.9300 . ?
C4 N1 1.378(6) . ?
C4 C5 1.468(7) . ?
C5 N2 1.298(6) . ?
C5 C12 1.472(7) . ?
C6 N2 1.423(6) . ?
C6 C7 1.507(7) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 N3 1.344(6) . ?
C7 C8 1.398(7) . ?
C8 C9 1.342(7) . ?
C8 H8 0.9300 . ?
C9 C10 1.371(7) . ?
C9 H9 0.9300 . ?
C10 C11 1.357(7) . ?
C10 H10 0.9300 . ?
C11 N3 1.361(7) . ?
C11 H11 0.9300 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 N4 1.135(6) . ?
C13 S1 1.636(5) . ?
Cu1 N4 1.926(5) . ?
Cu1 N1 1.931(4) . ?
Cu1 N2 1.942(4) . ?
Cu1 N3 2.003(4) . ?
C14 O1 1.40(3) . ?
C14 H14A 0.8500 . ?
C14 H14B 0.8500 . ?
C14 H14C 0.8500 . ?
C14 H1B 1.1973 . ?
O1 H1A 0.9601 . ?
C14' O1' 1.442(18) . ?
C14' H14D 0.9600 . ?
C14' H14E 0.9600 . ?
C14' H14F 0.9600 . ?
O1' H1B 0.8501 . ?
