#------------------------------------------------------------------------------
#$Date: 2016-02-20 18:35:30 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176787 $
#$URL: svn://www.crystallography.net/cod/cif/2/21/79/2217933.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_2217933
loop_
_publ_author_name
'Li, Rongqing'
'Zhao, Pusu'
'Tang, Guodong'
'Tao, Yujia'
_publ_section_title
Chlorido{2-[1-(2-pyridylmethylimino)ethyl]pyrrolato-κ³N,N',N''}copper(II)
_journal_coeditor_code           HG2384
_journal_issue                   4
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m559
_journal_paper_doi               10.1107/S1600536808006934
_journal_volume                  64
_journal_year                    2008
_chemical_formula_iupac          '[Cu (C12 H12 N3) Cl]'
_chemical_formula_moiety         'C12 H12 Cl Cu N3'
_chemical_formula_sum            'C12 H12 Cl Cu N3'
_chemical_formula_weight         297.24
_chemical_name_systematic
;
Chlorido{2-[1-(2-pyridylmethylimino)ethyl]pyrrolato-κ³N,N',N''}copper(II)
;
_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                 100.448(4)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   8.830(2)
_cell_length_b                   7.2806(15)
_cell_length_c                   18.750(4)
_cell_measurement_reflns_used    3740
_cell_measurement_temperature    213(2)
_cell_measurement_theta_max      25.57
_cell_measurement_theta_min      2.14
_cell_volume                     1185.4(4)
_computing_cell_refinement       'SMART (Bruker, 2000)'
_computing_data_collection       'SMART (Bruker, 2000)'
_computing_data_reduction        'SAINT (Bruker, 2000)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXTL (Sheldrick, 2008)'
_computing_structure_solution    'SHELXTL (Sheldrick, 2008)'
_diffrn_ambient_temperature      213(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker SMART APEX CCD'
_diffrn_measurement_method       'φ and ω'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71070
_diffrn_reflns_av_R_equivalents  0.0449
_diffrn_reflns_av_sigmaI/netI    0.0353
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            11059
_diffrn_reflns_theta_full        25.35
_diffrn_reflns_theta_max         25.35
_diffrn_reflns_theta_min         3.01
_exptl_absorpt_coefficient_mu    2.046
_exptl_absorpt_correction_T_max  0.719
_exptl_absorpt_correction_T_min  0.642
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker, 2000)'
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.666
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             604
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.16
_refine_diff_density_max         0.380
_refine_diff_density_min         -0.433
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     156
_refine_ls_number_reflns         2164
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.047
_refine_ls_R_factor_all          0.0618
_refine_ls_R_factor_gt           0.0492
_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)+(0.06P)²+1.99P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1165
_refine_ls_wR_factor_ref         0.1238
_reflns_number_gt                1840
_reflns_number_total             2164
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            hg2384.cif
_cod_data_source_block           I
_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 

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_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2217933
_cod_database_fobs_code          2217933
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_type_symbol
_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
Cu Cu1 0.50155(6) 0.79633(7) 0.42653(3) 0.0312(2) Uani d . 1
Cl Cl1 0.64180(13) 0.80713(16) 0.33884(6) 0.0431(3) Uani d . 1
N N1 0.6561(4) 0.6909(5) 0.5025(2) 0.0378(9) Uani d . 1
N N2 0.3797(4) 0.7939(5) 0.50388(19) 0.0331(8) Uani d . 1
N N3 0.3055(4) 0.9028(5) 0.37105(17) 0.0303(8) Uani d . 1
C C1 0.8039(6) 0.6345(6) 0.5150(3) 0.0479(12) Uani d . 1
H H1 0.8685 0.6360 0.4810 0.057 Uiso calc R 1
C C2 0.8452(7) 0.5741(8) 0.5857(3) 0.0648(16) Uani d . 1
H H2 0.9412 0.5291 0.6073 0.078 Uiso calc R 1
C C3 0.7176(7) 0.5928(7) 0.6184(3) 0.0593(15) Uani d . 1
H H3 0.7107 0.5626 0.6659 0.071 Uiso calc R 1
C C4 0.6022(6) 0.6658(6) 0.5659(2) 0.0423(11) Uani d . 1
C C5 0.4452(6) 0.7218(6) 0.5646(2) 0.0413(11) Uani d . 1
C C6 0.2223(5) 0.8562(6) 0.4865(2) 0.0374(10) Uani d . 1
H H6A 0.2082 0.9629 0.5156 0.045 Uiso calc R 1
H H6B 0.1534 0.7601 0.4970 0.045 Uiso calc R 1
C C7 0.1863(5) 0.9048(6) 0.4073(2) 0.0327(9) Uani d . 1
C C8 0.0406(5) 0.9525(7) 0.3731(3) 0.0434(12) Uani d . 1
H H8 -0.0410 0.9485 0.3982 0.052 Uiso calc R 1
C C9 0.0156(6) 1.0060(7) 0.3019(3) 0.0514(13) Uani d . 1
H H9 -0.0829 1.0374 0.2783 0.062 Uiso calc R 1
C C10 0.1382(6) 1.0128(7) 0.2655(3) 0.0471(12) Uani d . 1
H H10 0.1249 1.0534 0.2178 0.057 Uiso calc R 1
C C11 0.2804(5) 0.9580(6) 0.3018(2) 0.0371(10) Uani d . 1
H H11 0.3628 0.9593 0.2771 0.045 Uiso calc R 1
C C12 0.3689(7) 0.6982(7) 0.6292(3) 0.0551(14) Uani d . 1
H H12A 0.2995 0.7987 0.6315 0.083 Uiso calc R 1
H H12B 0.4458 0.6960 0.6725 0.083 Uiso calc R 1
H H12C 0.3124 0.5849 0.6249 0.083 Uiso calc R 1
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
Cu1 0.0315(3) 0.0342(3) 0.0282(3) -0.0016(2) 0.0058(2) 0.0003(2)
Cl1 0.0374(6) 0.0497(7) 0.0463(7) 0.0016(5) 0.0183(5) 0.0013(5)
N1 0.038(2) 0.032(2) 0.039(2) -0.0039(16) -0.0028(17) 0.0009(16)
N2 0.044(2) 0.0289(18) 0.0278(19) -0.0009(16) 0.0090(16) -0.0006(15)
N3 0.0331(18) 0.0318(18) 0.0275(18) -0.0058(16) 0.0094(15) -0.0027(15)
C1 0.043(3) 0.037(3) 0.057(3) -0.003(2) -0.010(2) -0.007(2)
C2 0.065(4) 0.051(3) 0.064(4) 0.008(3) -0.028(3) -0.009(3)
C3 0.094(4) 0.035(3) 0.036(3) 0.005(3) -0.022(3) -0.002(2)
C4 0.066(3) 0.025(2) 0.032(2) -0.003(2) -0.003(2) -0.0036(18)
C5 0.066(3) 0.025(2) 0.034(2) -0.008(2) 0.010(2) -0.0033(19)
C6 0.045(3) 0.036(2) 0.037(2) -0.005(2) 0.021(2) -0.001(2)
C7 0.038(2) 0.031(2) 0.031(2) -0.0075(19) 0.0108(18) -0.0060(19)
C8 0.033(2) 0.050(3) 0.048(3) -0.004(2) 0.011(2) -0.005(2)
C9 0.036(3) 0.057(3) 0.056(3) 0.006(2) -0.003(2) -0.009(3)
C10 0.053(3) 0.053(3) 0.031(2) -0.003(2) -0.002(2) -0.002(2)
C11 0.034(2) 0.047(3) 0.031(2) -0.004(2) 0.0074(19) -0.005(2)
C12 0.094(4) 0.042(3) 0.032(3) -0.005(3) 0.018(3) 0.004(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'
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'
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_publ_flag
N1 Cu1 N2 81.98(16) yes
N1 Cu1 N3 163.31(15) yes
N2 Cu1 N3 81.33(14) yes
N1 Cu1 Cl1 98.29(12) yes
N2 Cu1 Cl1 178.47(10) yes
N3 Cu1 Cl1 98.40(10) yes
C1 N1 C4 106.6(4) ?
C1 N1 Cu1 141.0(4) ?
C4 N1 Cu1 112.4(3) ?
C5 N2 C6 125.9(4) ?
C5 N2 Cu1 116.0(3) ?
C6 N2 Cu1 117.8(3) ?
C11 N3 C7 118.5(4) ?
C11 N3 Cu1 126.5(3) ?
C7 N3 Cu1 114.8(3) ?
N1 C1 C2 110.1(5) ?
N1 C1 H1 125.0 ?
C2 C1 H1 125.0 ?
C1 C2 C3 107.4(5) ?
C1 C2 H2 126.3 ?
C3 C2 H2 126.3 ?
C2 C3 C4 105.9(5) ?
C2 C3 H3 127.0 ?
C4 C3 H3 127.0 ?
N1 C4 C3 109.9(5) ?
N1 C4 C5 115.6(4) ?
C3 C4 C5 134.5(5) ?
N2 C5 C4 113.9(4) ?
N2 C5 C12 124.3(5) ?
C4 C5 C12 121.7(4) ?
N2 C6 C7 108.7(3) ?
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 121.0(4) ?
N3 C7 C6 116.7(4) ?
C8 C7 C6 122.3(4) ?
C9 C8 C7 119.9(4) ?
C9 C8 H8 120.0 ?
C7 C8 H8 120.0 ?
C8 C9 C10 119.3(5) ?
C8 C9 H9 120.3 ?
C10 C9 H9 120.3 ?
C11 C10 C9 118.2(5) ?
C11 C10 H10 120.9 ?
C9 C10 H10 120.9 ?
N3 C11 C10 122.9(4) ?
N3 C11 H11 118.6 ?
C10 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 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
Cu1 N1 1.943(4) yes
Cu1 N2 1.956(3) yes
Cu1 N3 2.006(3) yes
Cu1 Cl1 2.2319(12) yes
N1 C1 1.347(6) ?
N1 C4 1.370(6) ?
N2 C5 1.291(6) ?
N2 C6 1.442(6) ?
N3 C11 1.339(5) ?
N3 C7 1.354(5) ?
C1 C2 1.381(7) ?
C1 H1 0.9300 ?
C2 C3 1.384(8) ?
C2 H2 0.9300 ?
C3 C4 1.388(7) ?
C3 H3 0.9300 ?
C4 C5 1.441(7) ?
C5 C12 1.499(7) ?
C6 C7 1.503(6) ?
C6 H6A 0.9700 ?
C6 H6B 0.9700 ?
C7 C8 1.374(6) ?
C8 C9 1.369(7) ?
C8 H8 0.9300 ?
C9 C10 1.381(7) ?
C9 H9 0.9300 ?
C10 C11 1.374(6) ?
C10 H10 0.9300 ?
C11 H11 0.9300 ?
C12 H12A 0.9600 ?
C12 H12B 0.9600 ?
C12 H12C 0.9600 ?
