#------------------------------------------------------------------------------
#$Date: 2019-06-20 16:16:02 +0300 (Thu, 20 Jun 2019) $
#$Revision: 216418 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/55/18/1551805.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_1551805
loop_
_publ_author_name
'SIDDIQI, Zafar Ahmad'
'KHALID, Mohd'
'KUMAR, Sarvendra'
'SHAHID, Mohd'
_publ_section_title
;
 Synthesis of [Cu(dipic)(4-picoline)]n Possessing 1D Coordination
 Polymeric Structure and Single Crystal X-ray Studies
;
_journal_name_full               'X-ray Structure Analysis Online'
_journal_page_first              71
_journal_paper_doi               10.2116/xraystruct.25.71
_journal_volume                  25
_journal_year                    2009
_chemical_formula_sum            'C39 H30 Cu3 N6 O12'
_chemical_formula_weight         965.31
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/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                 113.356(7)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   20.945(5)
_cell_length_b                   14.358(5)
_cell_length_c                   12.976(4)
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      0.832
_cell_measurement_theta_min      0.832
_cell_volume                     3582.5(19)
_computing_cell_refinement       'BRUKER SMART'
_computing_data_collection       'BRUKER SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    Ortep3
_computing_publication_material  'WinGX v1.64.05'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    SIR-97
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device_type  'Enraf-Nonius CAD4 mach2'
_diffrn_measurement_method       'theta-2theta scan'
_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  0.0724
_diffrn_reflns_av_sigmaI/netI    0.0934
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            11695
_diffrn_reflns_theta_full        28.38
_diffrn_reflns_theta_max         28.38
_diffrn_reflns_theta_min         2.12
_exptl_absorpt_coefficient_mu    1.844
_exptl_absorpt_correction_T_max  0.832
_exptl_absorpt_correction_T_min  0.832
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Bruker SADABS'
_exptl_crystal_colour            Blue
_exptl_crystal_density_diffrn    1.790
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1956
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.662
_refine_diff_density_min         -2.168
_refine_diff_density_rms         0.142
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_matrix_type           full
_refine_ls_number_parameters     274
_refine_ls_number_reflns         4478
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.057
_refine_ls_R_factor_all          0.2226
_refine_ls_R_factor_gt           0.0939
_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)+(0.1398P)²+6.9015P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2464
_refine_ls_wR_factor_ref         0.3345
_reflns_number_gt                1277
_reflns_number_total             4478
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            25_71_1.cif
_cod_data_source_block           12octa
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to
/home/andrius/struct/COD-crude-data/automatic-downloads/current/J-STAGE/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 6524 2018-11-02 12:15:13Z antanas 
;
_cod_original_cell_volume        3582(2)
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               1551805
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_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
Cu1 Cu 0.5000 0.81210(14) 0.7500 0.0498(7) Uani 1 2 d S
Cu2 Cu 0.33341(7) 0.68786(10) 0.91679(11) 0.0479(5) Uani 1 1 d .
O4 O 0.2311(3) 0.7092(7) 0.8776(5) 0.050(2) Uani 1 1 d .
C14 C 0.5000 0.4922(17) 0.7500 0.092(8) Uani 1 2 d S
H14 H 0.5000 0.4274 0.7500 0.110 Uiso 1 2 calc SR
O3 O 0.4354(3) 0.7095(6) 0.9560(6) 0.050(2) Uani 1 1 d .
O1 O 0.5079(3) 0.8276(5) 0.9597(6) 0.056(2) Uani 1 1 d .
C3 C 0.3338(7) 1.0075(12) 0.9182(14) 0.094(5) Uani 1 1 d .
H3 H 0.3336 1.0722 0.9183 0.113 Uiso 1 1 calc R
N4 N 0.5000 0.6825(8) 0.7500 0.038(3) Uani 1 2 d S
N2 N 0.3335(5) 0.8184(7) 0.9158(8) 0.059(3) Uani 1 1 d .
N3 N 0.5000 0.9458(10) 0.7500 0.055(4) Uani 1 2 d S
C1 C 0.2735(5) 0.8610(12) 0.8978(9) 0.067(4) Uani 1 1 d .
C17 C 0.5585(5) 0.9991(10) 0.7798(10) 0.073(4) Uani 1 1 d .
H17 H 0.6007 0.9679 0.8006 0.088 Uiso 1 1 calc R
C18 C 0.5607(5) 1.0945(9) 0.7818(11) 0.065(4) Uani 1 1 d .
H18 H 0.6033 1.1250 0.8048 0.078 Uiso 1 1 calc R
C19 C 0.5000 1.1455(15) 0.7500 0.059(5) Uani 1 2 d S
C5 C 0.3933(5) 0.8629(10) 0.9371(8) 0.051(3) Uani 1 1 d .
N1 N 0.3327(5) 0.5562(8) 0.9151(7) 0.062(3) Uani 1 1 d .
C11 C 0.3928(5) 0.4073(10) 0.9467(9) 0.064(4) Uani 1 1 d .
H11 H 0.4348 0.3755 0.9677 0.077 Uiso 1 1 calc R
C15 C 0.4387(5) 0.5409(9) 0.7297(10) 0.066(4) Uani 1 1 d .
H15 H 0.3973 0.5094 0.7155 0.079 Uiso 1 1 calc R
C10 C 0.3329(6) 0.3576(9) 0.9163(8) 0.051(3) Uani 1 1 d .
C13 C 0.3345(5) 0.2546(9) 0.9163(9) 0.061(3) Uani 1 1 d .
H13A H 0.3815 0.2336 0.9378 0.092 Uiso 1 1 calc R
H13B H 0.3066 0.2320 0.8424 0.092 Uiso 1 1 calc R
H13C H 0.3163 0.2312 0.9686 0.092 Uiso 1 1 calc R
C20 C 0.5000 1.2471(12) 0.7500 0.056(5) Uani 1 2 d S
H20A H 0.4533 1.2694 0.7289 0.083 Uiso 0.50 1 calc PR
H20B H 0.5182 1.2694 0.6974 0.083 Uiso 0.50 1 calc PR
H20C H 0.5285 1.2694 0.8238 0.083 Uiso 0.50 1 calc PR
C16 C 0.4406(4) 0.6359(7) 0.7310(7) 0.034(2) Uani 1 1 d .
C4 C 0.3950(6) 0.9565(11) 0.9376(12) 0.074(4) Uani 1 1 d .
H4 H 0.4365 0.9876 0.9507 0.089 Uiso 1 1 calc R
C8 C 0.2755(6) 0.5063(8) 0.8867(11) 0.074(5) Uani 1 1 d .
H8 H 0.2339 0.5388 0.8662 0.089 Uiso 1 1 calc R
C9 C 0.2715(5) 0.4120(10) 0.8844(11) 0.078(5) Uani 1 1 d .
H9 H 0.2284 0.3829 0.8619 0.093 Uiso 1 1 calc R
C2 C 0.2727(6) 0.9557(12) 0.8987(12) 0.085(5) Uani 1 1 d .
H2 H 0.2314 0.9868 0.8863 0.102 Uiso 1 1 calc R
C12 C 0.3935(5) 0.5032(12) 0.9475(9) 0.076(5) Uani 1 1 d .
H12 H 0.4360 0.5338 0.9704 0.092 Uiso 1 1 calc R
O2 O 0.1587(3) 0.8275(6) 0.8747(6) 0.057(2) Uani 1 1 d .
C7 C 0.2135(6) 0.7973(11) 0.8802(7) 0.057(4) Uani 1 1 d .
C6 C 0.4522(5) 0.7936(10) 0.9524(8) 0.054(3) Uani 1 1 d .
O5 O 0.3252(3) 0.6723(6) 0.7075(6) 0.055(2) Uani 1 1 d .
O6 O 0.3977(3) 0.7915(6) 0.7105(6) 0.051(2) Uani 1 1 d .
C22 C 0.3813(6) 0.7065(10) 0.7128(8) 0.054(3) 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'
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
N4 Cu1 N3 180.000(5) . .
N4 Cu1 O6 81.6(3) . .
N3 Cu1 O6 98.4(3) . .
N4 Cu1 O6 81.6(3) . 2_656
N3 Cu1 O6 98.4(3) . 2_656
O6 Cu1 O6 163.1(5) . 2_656
N2 Cu2 N1 179.0(4) . .
N2 Cu2 O3 81.0(4) . .
N1 Cu2 O3 99.2(4) . .
N2 Cu2 O4 81.4(4) . .
N1 Cu2 O4 98.4(4) . .
O3 Cu2 O4 162.4(4) . .
C7 O4 Cu2 114.6(6) . .
C15 C14 C15 120(2) 2_656 .
C15 C14 H14 120.2 2_656 .
C15 C14 H14 120.2 . .
C6 O3 Cu2 114.9(7) . .
C4 C3 C2 117.0(15) . .
C4 C3 H3 121.5 . .
C2 C3 H3 121.5 . .
C16 N4 C16 120.5(12) . 2_656
C16 N4 Cu1 119.8(6) . .
C16 N4 Cu1 119.8(6) 2_656 .
C1 N2 C5 124.1(11) . .
C1 N2 Cu2 117.1(9) . .
C5 N2 Cu2 118.8(9) . .
C17 N3 C17 111.8(16) 2_656 .
C17 N3 Cu1 124.1(8) 2_656 .
C17 N3 Cu1 124.1(8) . .
N2 C1 C2 118.1(11) . .
N2 C1 C7 115.1(14) . .
C2 C1 C7 126.8(12) . .
N3 C17 C18 125.8(11) . .
N3 C17 H17 117.1 . .
C18 C17 H17 117.1 . .
C17 C18 C19 120.3(12) . .
C17 C18 H18 119.8 . .
C19 C18 H18 119.8 . .
C18 C19 C18 115.9(18) 2_656 .
C18 C19 C20 122.0(9) 2_656 .
C18 C19 C20 122.0(9) . .
N2 C5 C4 120.0(10) . .
N2 C5 C6 110.9(12) . .
C4 C5 C6 128.9(11) . .
C8 N1 C12 114.0(11) . .
C8 N1 Cu2 123.4(9) . .
C12 N1 Cu2 122.6(8) . .
C10 C11 C12 122.1(11) . .
C10 C11 H11 118.9 . .
C12 C11 H11 118.9 . .
C16 C15 C14 118.6(13) . .
C16 C15 H15 120.7 . .
C14 C15 H15 120.7 . .
C11 C10 C9 115.0(12) . .
C11 C10 C13 120.5(11) . .
C9 C10 C13 124.6(10) . .
C10 C13 H13A 109.5 . .
C10 C13 H13B 109.5 . .
H13A C13 H13B 109.5 . .
C10 C13 H13C 109.5 . .
H13A C13 H13C 109.5 . .
H13B C13 H13C 109.5 . .
C19 C20 H20A 109.5 . .
C19 C20 H20B 109.5 . .
H20A C20 H20B 109.5 . .
C19 C20 H20C 109.5 . .
H20A C20 H20C 109.5 . .
H20B C20 H20C 109.5 . .
N4 C16 C15 121.3(10) . .
N4 C16 C22 109.3(9) . .
C15 C16 C22 129.4(10) . .
C5 C4 C3 119.8(12) . .
C5 C4 H4 120.1 . .
C3 C4 H4 120.1 . .
N1 C8 C9 126.2(11) . .
N1 C8 H8 116.9 . .
C9 C8 H8 116.9 . .
C8 C9 C10 120.1(10) . .
C8 C9 H9 119.9 . .
C10 C9 H9 119.9 . .
C1 C2 C3 120.9(13) . .
C1 C2 H2 119.6 . .
C3 C2 H2 119.6 . .
C11 C12 N1 122.5(9) . .
C11 C12 H12 118.7 . .
N1 C12 H12 118.7 . .
O2 C7 O4 127.8(10) . .
O2 C7 C1 120.9(14) . .
O4 C7 C1 111.3(11) . .
O1 C6 O3 130.2(12) . .
O1 C6 C5 116.1(12) . .
O3 C6 C5 113.7(10) . .
C22 O6 Cu1 113.8(7) . .
O5 C22 O6 129.3(11) . .
O5 C22 C16 115.5(12) . .
O6 C22 C16 115.1(10) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu1 N4 1.861(12) .
Cu1 N3 1.920(15) .
Cu1 O6 2.018(7) .
Cu1 O6 2.018(7) 2_656
Cu2 N2 1.875(10) .
Cu2 N1 1.890(11) .
Cu2 O3 2.014(7) .
Cu2 O4 2.021(7) .
O4 C7 1.322(15) .
C14 C15 1.393(17) 2_656
C14 C15 1.393(17) .
C14 H14 0.9300 .
O3 C6 1.263(14) .
O1 C6 1.233(12) .
C3 C4 1.409(18) .
C3 C2 1.413(17) .
C3 H3 0.9300 .
N4 C16 1.346(10) .
N4 C16 1.346(10) 2_656
N2 C1 1.332(15) .
N2 C5 1.332(12) .
N3 C17 1.365(13) 2_656
N3 C17 1.365(13) .
C1 C2 1.360(19) .
C1 C7 1.497(15) .
C17 C18 1.370(16) .
C17 H17 0.9300 .
C18 C19 1.382(15) .
C18 H18 0.9300 .
C19 C18 1.382(15) 2_656
C19 C20 1.46(2) .
C5 C4 1.346(18) .
C5 C6 1.536(16) .
N1 C8 1.317(12) .
N1 C12 1.398(16) .
C11 C10 1.359(14) .
C11 C12 1.377(18) .
C11 H11 0.9300 .
C15 C16 1.365(15) .
C15 H15 0.9300 .
C10 C9 1.419(15) .
C10 C13 1.480(17) .
C13 H13A 0.9600 .
C13 H13B 0.9600 .
C13 H13C 0.9600 .
C20 H20A 0.9600 .
C20 H20B 0.9600 .
C20 H20C 0.9600 .
C16 C22 1.546(14) .
C4 H4 0.9300 .
C8 C9 1.356(16) .
C8 H8 0.9300 .
C9 H9 0.9300 .
C2 H2 0.9300 .
C12 H12 0.9300 .
O2 C7 1.203(14) .
O5 C22 1.250(13) .
O6 C22 1.271(14) .
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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_4
N2 Cu2 O4 C7 -6.1(7) . .
N1 Cu2 O4 C7 174.9(6) . .
O3 Cu2 O4 C7 -5.5(13) . .
N2 Cu2 O3 C6 -6.1(7) . .
N1 Cu2 O3 C6 172.9(7) . .
O4 Cu2 O3 C6 -6.7(14) . .
N3 Cu1 N4 C16 11(100) . .
O6 Cu1 N4 C16 -2.5(5) . .
O6 Cu1 N4 C16 177.5(5) 2_656 .
N3 Cu1 N4 C16 -169(100) . 2_656
O6 Cu1 N4 C16 177.5(5) . 2_656
O6 Cu1 N4 C16 -2.5(5) 2_656 2_656
N1 Cu2 N2 C1 81(26) . .
O3 Cu2 N2 C1 -176.6(9) . .
O4 Cu2 N2 C1 3.2(8) . .
N1 Cu2 N2 C5 -101(26) . .
O3 Cu2 N2 C5 0.9(8) . .
O4 Cu2 N2 C5 -179.3(9) . .
N4 Cu1 N3 C17 -18(100) . 2_656
O6 Cu1 N3 C17 -4.7(6) . 2_656
O6 Cu1 N3 C17 175.3(6) 2_656 2_656
N4 Cu1 N3 C17 162(100) . .
O6 Cu1 N3 C17 175.3(6) . .
O6 Cu1 N3 C17 -4.7(6) 2_656 .
C5 N2 C1 C2 1.5(18) . .
Cu2 N2 C1 C2 178.9(9) . .
C5 N2 C1 C7 -177.5(9) . .
Cu2 N2 C1 C7 -0.2(12) . .
C17 N3 C17 C18 0.6(10) 2_656 .
Cu1 N3 C17 C18 -179.4(10) . .
N3 C17 C18 C19 -1(2) . .
C17 C18 C19 C18 0.6(9) . 2_656
C17 C18 C19 C20 -179.4(9) . .
C1 N2 C5 C4 -2.4(18) . .
Cu2 N2 C5 C4 -179.6(9) . .
C1 N2 C5 C6 -179.3(10) . .
Cu2 N2 C5 C6 3.4(12) . .
N2 Cu2 N1 C8 -74(26) . .
O3 Cu2 N1 C8 -176.0(10) . .
O4 Cu2 N1 C8 3.9(10) . .
N2 Cu2 N1 C12 108(26) . .
O3 Cu2 N1 C12 6.0(9) . .
O4 Cu2 N1 C12 -174.1(8) . .
C15 C14 C15 C16 -0.4(7) 2_656 .
C12 C11 C10 C9 0.7(18) . .
C12 C11 C10 C13 179.8(11) . .
C16 N4 C16 C15 -0.5(8) 2_656 .
Cu1 N4 C16 C15 179.5(8) . .
C16 N4 C16 C22 179.6(8) 2_656 .
Cu1 N4 C16 C22 -0.4(8) . .
C14 C15 C16 N4 0.9(15) . .
C14 C15 C16 C22 -179.2(8) . .
N2 C5 C4 C3 2(2) . .
C6 C5 C4 C3 177.9(12) . .
C2 C3 C4 C5 0(2) . .
C12 N1 C8 C9 -1.5(19) . .
Cu2 N1 C8 C9 -179.6(11) . .
N1 C8 C9 C10 1(2) . .
C11 C10 C9 C8 -0.6(18) . .
C13 C10 C9 C8 -179.6(12) . .
N2 C1 C2 C3 0(2) . .
C7 C1 C2 C3 178.9(13) . .
C4 C3 C2 C1 -1(2) . .
C10 C11 C12 N1 -1.2(19) . .
C8 N1 C12 C11 1.5(17) . .
Cu2 N1 C12 C11 179.7(9) . .
Cu2 O4 C7 O2 -169.6(8) . .
Cu2 O4 C7 C1 7.3(10) . .
N2 C1 C7 O2 172.3(10) . .
C2 C1 C7 O2 -6.7(17) . .
N2 C1 C7 O4 -4.8(13) . .
C2 C1 C7 O4 176.2(12) . .
Cu2 O3 C6 O1 -171.2(9) . .
Cu2 O3 C6 C5 9.3(10) . .
N2 C5 C6 O1 172.0(9) . .
C4 C5 C6 O1 -4.6(17) . .
N2 C5 C6 O3 -8.4(12) . .
C4 C5 C6 O3 175.0(12) . .
N4 Cu1 O6 C22 5.4(6) . .
N3 Cu1 O6 C22 -174.6(6) . .
O6 Cu1 O6 C22 5.4(6) 2_656 .
Cu1 O6 C22 O5 169.4(8) . .
Cu1 O6 C22 C16 -7.0(10) . .
N4 C16 C22 O5 -171.9(7) . .
C15 C16 C22 O5 8.2(15) . .
N4 C16 C22 O6 5.1(11) . .
C15 C16 C22 O6 -174.9(10) . .
