#------------------------------------------------------------------------------
#$Date: 2016-03-24 02:56:56 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179605 $
#$URL: svn://www.crystallography.net/cod/cif/4/50/69/4506933.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_4506933
loop_
_publ_author_name
'Banerjee, Subhabrata'
'Kumar, Dhurjati Prasad'
'Bandyopadhay, Sabyasachi'
'Adarsh, N. N.'
'Dastidar, Parthasarathi'
_publ_section_title
;
 A New Series of CuIICoordination Polymers Derived from
 Bis-pyridyl-bis-urea Ligands and Various Dicarboxylates and Their Role in
 Methanolysis of Epoxide Ring-Opening Catalysis
;
_journal_issue                   11
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              5546
_journal_paper_doi               10.1021/cg3011037
_journal_volume                  12
_journal_year                    2012
_chemical_formula_sum            'C15 H20 Cu N7 O9'
_chemical_formula_weight         505.92
_chemical_name_systematic
; 
 ? 
;
_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                102.496(4)
_cell_angle_beta                 93.441(4)
_cell_angle_gamma                94.785(4)
_cell_formula_units_Z            2
_cell_length_a                   8.8618(13)
_cell_length_b                   9.4700(14)
_cell_length_c                   12.5265(18)
_cell_measurement_temperature    298(2)
_cell_volume                     1019.5(3)
_computing_cell_refinement       'Bruker Apex II'
_computing_data_collection       'Bruker Apex II'
_computing_data_reduction        SAINT
_computing_molecular_graphics    'Mercury 2.3'
_computing_publication_material  Shelxl-97
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      298(2)
_diffrn_detector_area_resol_mean 3
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  'Bruker Apex II'
_diffrn_measurement_method       'Omega 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  0.0725
_diffrn_reflns_av_sigmaI/netI    0.0910
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            8163
_diffrn_reflns_theta_full        23.00
_diffrn_reflns_theta_max         23.00
_diffrn_reflns_theta_min         1.67
_exptl_absorpt_coefficient_mu    1.137
_exptl_absorpt_correction_T_max  0.8571
_exptl_absorpt_correction_T_min  0.7340
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.648
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             520
_exptl_crystal_size_max          0.29
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.14
_platon_squeeze_details
;
;
_refine_diff_density_max         0.500
_refine_diff_density_min         -0.366
_refine_diff_density_rms         0.082
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.006
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     280
_refine_ls_number_reflns         2820
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.006
_refine_ls_R_factor_all          0.0823
_refine_ls_R_factor_gt           0.0491
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0342P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0882
_refine_ls_wR_factor_ref         0.0987
_reflns_number_gt                1910
_reflns_number_total             2820
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg3011037_si_004.cif
_cod_data_source_block           sb0772d_0m
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               4506933
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
Cu1 Cu 0.65761(7) 0.62470(7) 0.87030(5) 0.0297(2) Uani 1 1 d .
N1 N 0.7325(5) 0.5475(4) 0.7266(3) 0.0279(11) Uani 1 1 d .
C2 C 0.8206(6) 0.4389(6) 0.7122(4) 0.0420(15) Uani 1 1 d .
H2 H 0.8559 0.4056 0.7727 0.050 Uiso 1 1 calc R
C3 C 0.8607(7) 0.3747(6) 0.6096(5) 0.0526(18) Uani 1 1 d .
H3 H 0.9205 0.2974 0.6013 0.063 Uiso 1 1 calc R
C4 C 0.8121(6) 0.4251(6) 0.5197(4) 0.0460(16) Uani 1 1 d .
H4 H 0.8382 0.3821 0.4501 0.055 Uiso 1 1 calc R
C5 C 0.7245(6) 0.5399(6) 0.5340(4) 0.0296(13) Uani 1 1 d .
C6 C 0.6871(6) 0.5984(5) 0.6392(4) 0.0295(13) Uani 1 1 d .
H6 H 0.6280 0.6762 0.6497 0.035 Uiso 1 1 calc R
N7 N 0.6703(5) 0.5898(5) 0.4435(3) 0.0414(12) Uani 1 1 d .
H7 H 0.6710 0.5324 0.3802 0.050 Uiso 1 1 calc R
C8 C 0.6152(6) 0.7232(6) 0.4458(4) 0.0350(14) Uani 1 1 d .
O9 O 0.6184(5) 0.8178(4) 0.5309(3) 0.0532(12) Uani 1 1 d .
N10 N 0.5587(5) 0.7399(5) 0.3485(3) 0.0348(12) Uani 1 1 d .
H10 H 0.5633 0.6715 0.2914 0.042 Uiso 1 1 calc R
C11 C 0.4901(6) 0.8692(6) 0.3361(4) 0.0353(14) Uani 1 1 d .
H11A H 0.4355 0.9026 0.4002 0.042 Uiso 1 1 calc R
H11B H 0.4165 0.8439 0.2729 0.042 Uiso 1 1 calc R
C12 C 0.6010(6) 0.9934(6) 0.3221(4) 0.0383(15) Uani 1 1 d .
H12A H 0.5457 1.0716 0.3062 0.046 Uiso 1 1 calc R
H12B H 0.6653 1.0307 0.3894 0.046 Uiso 1 1 calc R
N13 N 0.6947(5) 0.9417(5) 0.2322(3) 0.0425(13) Uani 1 1 d .
H13 H 0.6705 0.8575 0.1896 0.051 Uiso 1 1 calc R
C14 C 0.8190(6) 1.0246(6) 0.2151(4) 0.0291(13) Uani 1 1 d .
O15 O 0.8423(4) 1.1560(4) 0.2534(3) 0.0460(11) Uani 1 1 d .
N16 N 0.9152(5) 0.9472(4) 0.1487(3) 0.0363(12) Uani 1 1 d .
H16 H 0.8800 0.8607 0.1148 0.044 Uiso 1 1 calc R
C17 C 1.0626(6) 0.9914(6) 0.1294(4) 0.0268(13) Uani 1 1 d .
C18 C 1.1560(6) 0.8836(6) 0.0915(4) 0.0356(14) Uani 1 1 d .
H18 H 1.1195 0.7860 0.0789 0.043 Uiso 1 1 calc R
C19 C 1.3026(6) 0.9231(6) 0.0731(4) 0.0404(15) Uani 1 1 d .
H19 H 1.3670 0.8524 0.0483 0.048 Uiso 1 1 calc R
C20 C 1.3541(6) 1.0687(6) 0.0914(4) 0.0366(15) Uani 1 1 d .
H20 H 1.4545 1.0949 0.0806 0.044 Uiso 1 1 calc R
N21 N 1.2639(5) 1.1727(4) 0.1242(3) 0.0272(11) Uani 1 1 d .
C22 C 1.1205(6) 1.1339(6) 0.1427(4) 0.0301(14) Uani 1 1 d .
H22 H 1.0575 1.2065 0.1654 0.036 Uiso 1 1 calc R
O23 O 0.5528(4) 0.4302(3) 0.8693(3) 0.0266(9) Uani 1 1 d .
C24 C 0.4961(5) 0.4281(5) 0.9582(4) 0.0202(12) Uani 1 1 d .
O25 O 0.8758(4) 0.6006(4) 0.9851(3) 0.0480(11) Uani 1 1 d .
N26 N 0.8419(5) 0.5570(6) 1.0691(4) 0.0353(12) Uani 1 1 d .
O27 O 0.7778(4) 0.4312(4) 1.0594(3) 0.0404(10) Uani 1 1 d .
O28 O 0.8657(4) 0.6376(4) 1.1620(3) 0.0524(11) Uani 1 1 d .
O29 O 0.5690(4) 0.6819(4) 1.0149(2) 0.0257(8) Uani 1 1 d .
O30 O 0.6358(4) 0.3590(4) 0.2342(3) 0.0443(10) 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
N1 Cu1 N21 94.41(16) . 2_776
N1 Cu1 O23 90.31(15) . .
N21 Cu1 O23 172.58(16) 2_776 .
N1 Cu1 O29 173.76(16) . .
N21 Cu1 O29 91.75(15) 2_776 .
O23 Cu1 O29 83.46(13) . .
N1 Cu1 O25 98.75(16) . .
N21 Cu1 O25 89.39(16) 2_776 .
O23 Cu1 O25 95.55(13) . .
O29 Cu1 O25 82.34(13) . .
C2 N1 C6 118.7(4) . .
C2 N1 Cu1 121.4(4) . .
C6 N1 Cu1 119.9(3) . .
N1 C2 C3 121.6(5) . .
N1 C2 H2 119.2 . .
C3 C2 H2 119.2 . .
C4 C3 C2 119.8(5) . .
C4 C3 H3 120.1 . .
C2 C3 H3 120.1 . .
C3 C4 C5 119.1(5) . .
C3 C4 H4 120.4 . .
C5 C4 H4 120.4 . .
C4 C5 C6 118.0(5) . .
C4 C5 N7 120.0(5) . .
C6 C5 N7 121.9(5) . .
N1 C6 C5 122.8(5) . .
N1 C6 H6 118.6 . .
C5 C6 H6 118.6 . .
C8 N7 C5 126.3(4) . .
C8 N7 H7 116.9 . .
C5 N7 H7 116.9 . .
O9 C8 N10 123.2(5) . .
O9 C8 N7 122.4(5) . .
N10 C8 N7 114.4(5) . .
C8 N10 C11 122.0(4) . .
C8 N10 H10 119.0 . .
C11 N10 H10 119.0 . .
N10 C11 C12 114.8(4) . .
N10 C11 H11A 108.6 . .
C12 C11 H11A 108.6 . .
N10 C11 H11B 108.6 . .
C12 C11 H11B 108.6 . .
H11A C11 H11B 107.6 . .
N13 C12 C11 109.5(4) . .
N13 C12 H12A 109.8 . .
C11 C12 H12A 109.8 . .
N13 C12 H12B 109.8 . .
C11 C12 H12B 109.8 . .
H12A C12 H12B 108.2 . .
C14 N13 C12 120.9(4) . .
C14 N13 H13 119.6 . .
C12 N13 H13 119.6 . .
O15 C14 N13 123.7(5) . .
O15 C14 N16 123.3(5) . .
N13 C14 N16 113.0(5) . .
C14 N16 C17 128.0(5) . .
C14 N16 H16 116.0 . .
C17 N16 H16 116.0 . .
C22 C17 N16 124.5(5) . .
C22 C17 C18 118.1(5) . .
N16 C17 C18 117.5(5) . .
C19 C18 C17 119.1(5) . .
C19 C18 H18 120.5 . .
C17 C18 H18 120.5 . .
C18 C19 C20 119.5(5) . .
C18 C19 H19 120.3 . .
C20 C19 H19 120.3 . .
N21 C20 C19 121.8(5) . .
N21 C20 H20 119.1 . .
C19 C20 H20 119.1 . .
C20 N21 C22 118.6(5) . .
C20 N21 Cu1 118.0(4) . 2_776
C22 N21 Cu1 123.1(4) . 2_776
N21 C22 C17 122.9(5) . .
N21 C22 H22 118.6 . .
C17 C22 H22 118.6 . .
C24 O23 Cu1 111.6(3) . .
O23 C24 O29 126.4(4) . 2_667
O23 C24 C24 117.0(6) . 2_667
O29 C24 C24 116.5(6) 2_667 2_667
N26 O25 Cu1 113.0(3) . .
O28 N26 O27 118.9(5) . .
O28 N26 O25 121.4(5) . .
O27 N26 O25 119.7(5) . .
C24 O29 Cu1 110.9(3) 2_667 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu1 N1 1.967(4) .
Cu1 N21 1.971(4) 2_776
Cu1 O23 1.990(3) .
Cu1 O29 2.002(3) .
Cu1 O25 2.395(4) .
N1 C2 1.330(6) .
N1 C6 1.341(6) .
C2 C3 1.378(7) .
C2 H2 0.9300 .
C3 C4 1.375(7) .
C3 H3 0.9300 .
C4 C5 1.375(7) .
C4 H4 0.9300 .
C5 C6 1.386(6) .
C5 N7 1.395(6) .
C6 H6 0.9300 .
N7 C8 1.387(6) .
N7 H7 0.8600 .
C8 O9 1.232(6) .
C8 N10 1.336(6) .
N10 C11 1.445(6) .
N10 H10 0.8600 .
C11 C12 1.515(7) .
C11 H11A 0.9700 .
C11 H11B 0.9700 .
C12 N13 1.462(6) .
C12 H12A 0.9700 .
C12 H12B 0.9700 .
N13 C14 1.353(6) .
N13 H13 0.8600 .
C14 O15 1.228(6) .
C14 N16 1.372(6) .
N16 C17 1.389(6) .
N16 H16 0.8600 .
C17 C22 1.374(6) .
C17 C18 1.390(6) .
C18 C19 1.368(7) .
C18 H18 0.9300 .
C19 C20 1.381(7) .
C19 H19 0.9300 .
C20 N21 1.332(6) .
C20 H20 0.9300 .
N21 C22 1.341(6) .
N21 Cu1 1.971(4) 2_776
C22 H22 0.9300 .
O23 C24 1.252(5) .
C24 O29 1.267(5) 2_667
C24 C24 1.522(9) 2_667
O25 N26 1.255(5) .
N26 O28 1.241(5) .
N26 O27 1.254(5) .
O29 C24 1.267(5) 2_667
O30 O30 0.000(7) 1
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
N7 H7 O30 0.86 2.16 3.010(5) 167.5 1
N10 H10 O23 0.86 2.19 2.919(5) 142.8 2_666
N13 H13 O29 0.86 2.51 3.314(5) 155.8 1_554
N16 H16 O28 0.86 2.31 2.970(5) 133.7 1_554
N16 H16 O25 0.86 2.64 3.451(6) 158.3 1_554
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
1 0.000 0.000 0.500 91.8 16.2
