#------------------------------------------------------------------------------
#$Date: 2018-10-05 15:19:55 +0300 (Fri, 05 Oct 2018) $
#$Revision: 211332 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/20/48/7204886.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_7204886
loop_
_publ_author_name
'Suksangpanya, Unchulee'
'Blake, Alexander J.'
'Cade, Emma L.'
'Hubberstey, Peter'
'Parker, David J.'
'Wilson, Claire'
_publ_section_title
;
 Hydrogen-bonded supramolecular architectures in
 (N-(methylpyridin-2-yl)-amidino-O-alkylurea)copper(ii) halides
;
_journal_issue                   28
_journal_name_full               CrystEngComm
_journal_page_first              159
_journal_paper_doi               10.1039/b405875e
_journal_volume                  6
_journal_year                    2004
_chemical_formula_sum            'C9 H13 Cl2 Cu N5 O'
_chemical_formula_weight         341.68
_chemical_name_systematic
;
?
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   'difference Fourier'
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 109.089(1)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   11.4766(11)
_cell_length_b                   8.7847(8)
_cell_length_c                   13.5378(12)
_cell_measurement_reflns_used    4002
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      28.79
_cell_measurement_theta_min      2.81
_cell_volume                     1289.8(2)
_computing_cell_refinement       'Bruker SAINT version 6.02a (Bruker, 2000)'
_computing_data_collection       'Bruker SMART version 5.624 (Bruker, 2001)'
_computing_data_reduction        'Bruker SAINT; Bruker SHELXTL (Bruker, 1997)'
_computing_molecular_graphics    'CAMERON (Watkin et al., 1996)'
_computing_publication_material  'SHELXL-97; PLATON (Spek, 2001)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.983
_diffrn_measured_fraction_theta_max 0.898
_diffrn_measurement_device_type  'Bruker SMART CCD area detector'
_diffrn_measurement_method       omega
_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  0.034
_diffrn_reflns_av_sigmaI/netI    0.0304
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            9284
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         28.89
_diffrn_reflns_theta_min         2.03
_diffrn_standards_decay_%        0
_exptl_absorpt_coefficient_mu    2.102
_exptl_absorpt_correction_T_max  0.862
_exptl_absorpt_correction_T_min  0.672
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            Blue
_exptl_crystal_density_diffrn    1.760
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       'Irregular plate'
_exptl_crystal_F_000             692
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.05
_refine_diff_density_max         1.090
_refine_diff_density_min         -0.891
_refine_diff_density_rms         0.147
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.000
_refine_ls_hydrogen_treatment    'riding on parent atom'
_refine_ls_matrix_type           full
_refine_ls_number_parameters     163
_refine_ls_number_reflns         3044
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.000
_refine_ls_R_factor_all          0.0512
_refine_ls_R_factor_gt           0.0389
_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)+(0.0684P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0969
_refine_ls_wR_factor_ref         0.1021
_reflns_number_gt                2425
_reflns_number_total             3237
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b405875e.txt
_cod_data_source_block           CUCLN3
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/adriana/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from
2010-06-29.

'_exptl_absorpt_correction_type' value 'Multi-scan' changed
to 'multi-scan' according to
'/home/adriana/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 

The following automatic conversions were performed:

'_atom_sites_solution_hydrogens' value 'placed geometrically' was
changed to 'geom'.

Automatic conversion script
Id: cif_fix_values 6452 2018-10-05 10:23:21Z andrius 
;
_cod_original_cell_volume        1289.8(4)
_cod_original_sg_symbol_H-M      P2(1)/n
_cod_database_code               7204886
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -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
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu Cu 0.75631(3) 0.19190(4) 0.04863(2) 0.01896(12) Uani 1 1 d . . .
C100 C 0.9974(3) 0.2914(3) 0.1821(2) 0.0233(6) Uani 1 1 d . . .
H10A H 1.0542 0.3278 0.1458 0.028 Uiso 1 1 calc R . .
H10B H 1.0469 0.2647 0.2547 0.028 Uiso 1 1 calc R . .
N101 N 0.9314(2) 0.1575(3) 0.12894(17) 0.0190(5) Uani 1 1 d . . .
C102 C 0.9965(2) 0.0366(3) 0.13188(19) 0.0176(5) Uani 1 1 d . . .
N103 N 0.9450(2) -0.0956(3) 0.07884(17) 0.0197(5) Uani 1 1 d . . .
H103 H 0.9963 -0.1715 0.0824 0.024 Uiso 1 1 calc R . .
C104 C 0.8244(2) -0.1219(3) 0.02187(19) 0.0184(5) Uani 1 1 d . . .
N105 N 0.7386(2) -0.0228(3) 0.00827(18) 0.0216(5) Uani 1 1 d . . .
H105 H 0.6629 -0.0551 -0.0229 0.026 Uiso 1 1 calc R . .
N121 N 1.1184(2) 0.0239(3) 0.18240(17) 0.0225(5) Uani 1 1 d . . .
H12A H 1.1601 0.1020 0.2171 0.027 Uiso 1 1 calc R . .
H12B H 1.1563 -0.0627 0.1807 0.027 Uiso 1 1 calc R . .
O141 O 0.81383(18) -0.2641(2) -0.01341(14) 0.0218(4) Uani 1 1 d . . .
C142 C 0.6964(3) -0.3111(3) -0.0871(2) 0.0239(6) Uani 1 1 d . . .
H14A H 0.7015 -0.4176 -0.1067 0.036 Uiso 1 1 calc R . .
H14B H 0.6764 -0.2469 -0.1497 0.036 Uiso 1 1 calc R . .
H14C H 0.6319 -0.3004 -0.0548 0.036 Uiso 1 1 calc R . .
N201 N 0.7885(2) 0.3916(2) 0.12575(16) 0.0187(5) Uani 1 1 d . . .
C211 C 0.9076(2) 0.4150(3) 0.18300(19) 0.0194(5) Uani 1 1 d . . .
C212 C 0.9465(3) 0.5461(3) 0.2419(2) 0.0237(6) Uani 1 1 d . . .
H212 H 1.0311 0.5599 0.2812 0.028 Uiso 1 1 calc R . .
C213 C 0.8609(3) 0.6561(3) 0.2425(2) 0.0262(6) Uani 1 1 d . . .
H213 H 0.8856 0.7467 0.2821 0.031 Uiso 1 1 calc R . .
C214 C 0.7379(3) 0.6322(3) 0.1841(2) 0.0251(6) Uani 1 1 d . . .
H214 H 0.6771 0.7060 0.1835 0.030 Uiso 1 1 calc R . .
C215 C 0.7055(2) 0.4998(3) 0.1270(2) 0.0214(5) Uani 1 1 d . . .
H215 H 0.6213 0.4841 0.0870 0.026 Uiso 1 1 calc R . .
Cl1 Cl 0.55022(6) 0.22689(8) -0.02699(5) 0.02728(18) Uani 1 1 d . . .
Cl2 Cl 0.82047(6) 0.31071(8) -0.12209(5) 0.02409(16) 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'
O O 0.0106 0.0060 '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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N105 Cu N101 90.01(9) . . y
N105 Cu N201 165.97(9) . . y
N101 Cu N201 82.34(9) . . y
N105 Cu Cl1 90.39(7) . . y
N101 Cu Cl1 173.60(7) . . y
N201 Cu Cl1 95.92(7) . . y
N101 C100 C211 110.0(2) . . ?
N101 C100 H10A 109.7 . . ?
C211 C100 H10A 109.7 . . ?
N101 C100 H10B 109.7 . . ?
C211 C100 H10B 109.7 . . ?
H10A C100 H10B 108.2 . . ?
C102 N101 C100 116.5(2) . . ?
C102 N101 Cu 128.23(19) . . ?
C100 N101 Cu 114.86(17) . . ?
N101 C102 N121 125.4(2) . . ?
N101 C102 N103 121.7(2) . . ?
N121 C102 N103 112.9(2) . . ?
C104 N103 C102 127.9(2) . . ?
C104 N103 H103 116.1 . . ?
C102 N103 H103 116.1 . . ?
N105 C104 O141 127.7(2) . . ?
N105 C104 N103 123.7(2) . . ?
O141 C104 N103 108.6(2) . . ?
C104 N105 Cu 127.63(19) . . ?
C104 N105 H105 116.2 . . ?
Cu N105 H105 116.2 . . ?
C102 N121 H12A 120.0 . . ?
C102 N121 H12B 120.0 . . ?
H12A N121 H12B 120.0 . . ?
C104 O141 C142 118.0(2) . . ?
O141 C142 H14A 109.5 . . ?
O141 C142 H14B 109.5 . . ?
H14A C142 H14B 109.5 . . ?
O141 C142 H14C 109.5 . . ?
H14A C142 H14C 109.5 . . ?
H14B C142 H14C 109.5 . . ?
C211 N201 C215 118.2(2) . . ?
C211 N201 Cu 114.23(17) . . ?
C215 N201 Cu 127.56(18) . . ?
N201 C211 C212 122.1(2) . . ?
N201 C211 C100 117.1(2) . . ?
C212 C211 C100 120.8(2) . . ?
C213 C212 C211 119.2(3) . . ?
C213 C212 H212 120.4 . . ?
C211 C212 H212 120.4 . . ?
C212 C213 C214 118.9(3) . . ?
C212 C213 H213 120.5 . . ?
C214 C213 H213 120.5 . . ?
C215 C214 C213 118.9(3) . . ?
C215 C214 H214 120.5 . . ?
C213 C214 H214 120.5 . . ?
N201 C215 C214 122.6(2) . . ?
N201 C215 H215 118.7 . . ?
C214 C215 H215 118.7 . . ?
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
Cu N105 1.955(2) . y
Cu N101 1.970(2) . y
Cu N201 2.013(2) . y
Cu Cl1 2.2701(8) . y
C100 N101 1.456(3) . ?
C100 C211 1.500(4) . ?
C100 H10A 0.9900 . ?
C100 H10B 0.9900 . ?
N101 C102 1.291(3) . ?
C102 N121 1.346(3) . ?
C102 N103 1.392(3) . ?
N103 C104 1.366(3) . ?
N103 H103 0.8800 . ?
C104 N105 1.282(3) . ?
C104 O141 1.329(3) . ?
N105 H105 0.8800 . ?
N121 H12A 0.8800 . ?
N121 H12B 0.8800 . ?
O141 C142 1.450(3) . ?
C142 H14A 0.9800 . ?
C142 H14B 0.9800 . ?
C142 H14C 0.9800 . ?
N201 C211 1.348(3) . ?
N201 C215 1.350(3) . ?
C211 C212 1.388(4) . ?
C212 C213 1.380(4) . ?
C212 H212 0.9500 . ?
C213 C214 1.390(4) . ?
C213 H213 0.9500 . ?
C214 C215 1.379(4) . ?
C214 H214 0.9500 . ?
C215 H215 0.9500 . ?
