#------------------------------------------------------------------------------
#$Date: 2019-11-07 22:12:39 +0200 (Thu, 07 Nov 2019) $
#$Revision: 223730 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/23/24/7232423.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_7232423
loop_
_publ_author_name
'Hearne, Neil'
'Turnbull, Mark M.'
'Landee, Christopher P.'
'van der Merwe, Elizabet M.'
'Rademeyer, Melanie'
_publ_section_title
;
 Halide-bi-bridged polymers of amide substituted pyridines and -pyrazines:
 polymorphism, structures, thermal stability and magnetism
;
_journal_issue                   12
_journal_name_full               CrystEngComm
_journal_page_first              1910
_journal_paper_doi               10.1039/C9CE00071B
_journal_volume                  21
_journal_year                    2019
_chemical_formula_moiety         'C10 H10 Cl2 Cu N6 O2'
_chemical_formula_sum            'C10 H10 Cl2 Cu N6 O2'
_chemical_formula_weight         380.69
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   difmap
_audit_creation_method           SHELXL-2013
_audit_update_record
;
2018-12-12 deposited with the CCDC.    2019-02-20 downloaded from the CCDC.
;
_cell_angle_alpha                76.315(3)
_cell_angle_beta                 89.743(3)
_cell_angle_gamma                85.572(3)
_cell_formula_units_Z            1
_cell_length_a                   3.6610(4)
_cell_length_b                   6.6260(7)
_cell_length_c                   13.7328(15)
_cell_measurement_reflns_used    5528
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      28.61
_cell_measurement_theta_min      3.05
_cell_volume                     322.67(6)
_computing_cell_refinement       'SAINT (Bruker, 2014)'
_computing_data_collection       'APEX2 (Bruker, 2014)'
_computing_data_reduction        'SAINT (Bruker, 2014)'
_computing_molecular_graphics
;
ORTEP-3 for Windows (Farrugia, 1997), POV-RAY (Cason, 2004),
 Mercury (Macrae et al., 2008)
;
_computing_publication_material  'SHELXL-2014, PLATON (Spek, 2009)'
_computing_structure_refinement  'SHELXTL, SHELXL-2014/7 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXTS (Sheldrick, 2015)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0335
_diffrn_reflns_av_unetI/netI     0.0260
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            10015
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.635
_diffrn_reflns_theta_min         3.054
_exptl_absorpt_coefficient_mu    2.120
_exptl_absorpt_correction_T_max  0.9281
_exptl_absorpt_correction_T_min  0.8011
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Bruker, 2014)'
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.959
_exptl_crystal_description       needle
_exptl_crystal_F_000             191
_exptl_crystal_size_max          0.460
_exptl_crystal_size_mid          0.040
_exptl_crystal_size_min          0.020
_refine_diff_density_max         2.406
_refine_diff_density_min         -0.643
_refine_diff_density_rms         0.136
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.083
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     117
_refine_ls_number_reflns         1628
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.083
_refine_ls_R_factor_all          0.0503
_refine_ls_R_factor_gt           0.0422
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
 w=1/[σ²(Fo²)+(0.0716P)²+0.4447P]
 where P=(Fo²+2Fc²)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1097
_refine_ls_wR_factor_ref         0.1140
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1409
_reflns_number_total             1628
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c9ce00071b2.cif
_cod_data_source_block           pyrCuCl
_cod_depositor_comments
'Adding full bibliography for 7232418--7232424.cif.'
_cod_database_code               7232423
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.442
_shelx_estimated_absorpt_t_max   0.959
_shelxl_version_number           2013-2
loop_
_space_group_symop_operation_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_occupancy
Cu1 Cu 0.5000 0.5000 0.5000 0.01088(18) Uani 1 2 d S P
Cl1 Cl 0.08147(18) 0.72398(10) 0.55016(5) 0.01241(19) Uani 1 1 d . .
O1 O 0.0812(6) 0.4542(3) 0.13274(16) 0.0173(5) Uani 1 1 d . .
N1 N 0.4770(6) 0.6866(4) 0.35844(17) 0.0104(5) Uani 1 1 d . .
N2 N 0.4520(7) 0.9204(4) 0.15989(18) 0.0123(5) Uani 1 1 d . .
N3 N 0.2210(8) 0.7334(5) 0.01172(19) 0.0179(6) Uani 1 1 d . .
C3 C 0.3550(7) 0.7234(4) 0.1852(2) 0.0099(5) Uani 1 1 d . .
C2 C 0.5524(8) 0.9995(4) 0.2363(2) 0.0131(6) Uani 1 1 d . .
C1 C 0.5576(8) 0.8868(4) 0.3353(2) 0.0125(5) Uani 1 1 d . .
C4 C 0.3758(8) 0.6043(4) 0.2831(2) 0.0104(5) Uani 1 1 d . .
C5 C 0.2115(8) 0.6250(4) 0.1062(2) 0.0117(5) Uani 1 1 d . .
H4 H 0.328(10) 0.462(6) 0.298(3) 0.016(9) Uiso 1 1 d . .
H1 H 0.604(11) 0.951(6) 0.386(3) 0.021(10) Uiso 1 1 d . .
H2 H 0.628(13) 1.131(8) 0.224(3) 0.038(12) Uiso 1 1 d . .
H3A H 0.151(11) 0.684(6) -0.028(3) 0.014(9) Uiso 1 1 d . .
H3B H 0.323(13) 0.826(8) 0.001(3) 0.034(13) Uiso 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
N1 Cu1 N1 180.0 . 2_666
N1 Cu1 Cl1 90.01(7) . 2_666
N1 Cu1 Cl1 89.99(7) 2_666 2_666
N1 Cu1 Cl1 89.99(7) . .
N1 Cu1 Cl1 90.01(7) 2_666 .
Cl1 Cu1 Cl1 180.0 2_666 .
C4 N1 C1 117.7(2) . .
C4 N1 Cu1 118.04(18) . .
C1 N1 Cu1 124.30(19) . .
C2 N2 C3 115.7(2) . .
C5 N3 H3A 117(3) . .
C5 N3 H3B 118(4) . .
H3A N3 H3B 124(5) . .
N2 C3 C4 122.5(3) . .
N2 C3 C5 120.1(2) . .
C4 C3 C5 117.5(2) . .
N2 C2 C1 122.8(3) . .
N2 C2 H2 120(3) . .
C1 C2 H2 117(3) . .
N1 C1 C2 120.5(3) . .
N1 C1 H1 119(3) . .
C2 C1 H1 120(3) . .
N1 C4 C3 120.7(2) . .
N1 C4 H4 118(2) . .
C3 C4 H4 121(2) . .
O1 C5 N3 124.1(3) . .
O1 C5 C3 118.8(2) . .
N3 C5 C3 117.0(3) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu1 N1 2.040(2) .
Cu1 N1 2.040(2) 2_666
Cu1 Cl1 2.2689(7) 2_666
Cu1 Cl1 2.2689(7) .
O1 C5 1.236(3) .
N1 C4 1.344(4) .
N1 C1 1.345(4) .
N2 C2 1.343(4) .
N2 C3 1.344(4) .
N3 C5 1.328(4) .
N3 H3A 0.75(4) .
N3 H3B 0.73(5) .
C3 C4 1.388(4) .
C3 C5 1.507(4) .
C2 C1 1.388(4) .
C2 H2 0.91(5) .
C1 H1 0.92(4) .
C4 H4 0.95(4) .
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C4 H4 Cl1 0.95(4) 2.67(4) 3.309(3) 125(3) 2_566
C1 H1 Cl1 0.92(4) 2.90(4) 3.431(3) 118(3) 1_655
C1 H1 Cl1 0.92(4) 2.84(4) 3.651(3) 149(3) 2_676
N3 H3A O1 0.75(4) 2.10(4) 2.847(4) 176(4) 2_565
N3 H3B N2 0.73(5) 2.61(5) 3.177(4) 136(4) 2_675
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
C2 N2 C3 C4 -3.4(4)
C2 N2 C3 C5 175.5(3)
C3 N2 C2 C1 0.1(4)
C4 N1 C1 C2 -3.0(4)
Cu1 N1 C1 C2 176.8(2)
N2 C2 C1 N1 3.2(5)
C1 N1 C4 C3 -0.2(4)
Cu1 N1 C4 C3 180.0(2)
N2 C3 C4 N1 3.6(4)
C5 C3 C4 N1 -175.4(2)
N2 C3 C5 O1 -171.0(3)
C4 C3 C5 O1 8.0(4)
N2 C3 C5 N3 6.4(4)
C4 C3 C5 N3 -174.6(3)
