#------------------------------------------------------------------------------
#$Date: 2018-06-12 05:26:32 +0300 (Tue, 12 Jun 2018) $
#$Revision: 208276 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/54/95/1549534.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_1549534
loop_
_publ_author_name
'Köferstein, Roberto'
'Robl, Christian'
_publ_section_title
;
 Synthesis and Crystal Structure of Two
 CuII-benzene-1,2,4,5-tetracarboxylates with Three-Dimensional Open
 Frameworks
;
_journal_issue                   2
_journal_name_full
'Zeitschrift für anorganische und allgemeine Chemie'
_journal_page_first              310
_journal_paper_doi               10.1002/zaac.201300527
_journal_volume                  640
_journal_year                    2014
_chemical_formula_sum            'C13 H21 Cu1.5 N O13'
_chemical_formula_weight         494.620
_space_group_IT_number           2
_symmetry_Int_Tables_number      2
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_audit_creation_date             2018-06-12
_audit_creation_method           SHELXL
_audit_update_record             2018-06-12
_cell_angle_alpha                98.720(7)
_cell_angle_beta                 108.246(9)
_cell_angle_gamma                95.559(7)
_cell_formula_units_Z            2
_cell_length_a                   7.7256(7)
_cell_length_b                   11.1036(7)
_cell_length_c                   11.1198(8)
_cell_volume                     884.80(13)
_refine_ls_R_factor_all          0.031
_refine_ls_R_factor_obs          0.026
_cod_data_source_file            Cuhexpym5.cif
_cod_data_source_block           cu1655
_cod_original_cell_volume        884.8(1)
_cod_original_sg_symbol_Hall     -P_1
_cod_original_formula_sum        'C13 H21 Cu1.50 N O13'
_cod_database_code               1549534
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 x,y,z
2 -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_occupancy
_atom_site_symmetry_multiplicity
_atom_site_Wyckoff_symbol
_atom_site_calc_flag
_atom_site_thermal_displace_type
_atom_site_U_iso_or_equiv
Cu1 Cu 0.4236(0) 0.2099(0) -0.1945(0) 1.000 2 i d Uani 0.01428(10)
Cu2 Cu 0.0000 0.0000 0.0000 1.000 1 a d Uani 0.01182(11)
N N 0.2748(4) -0.7577(2) -0.6915(2) 1.000 2 i d Uani 0.0247(5)
C1 C 0.2630(5) -0.6779(3) -0.5747(3) 1.000 2 i d Uani 0.0294(7)
C2 C 0.0999(5) -0.6101(3) -0.6058(3) 1.000 2 i d Uani 0.0318(7)
C3 C 0.0858(4) -0.5308(3) -0.4862(3) 1.000 2 i d Uani 0.0308(7)
C4 C 0.0690(3) 0.0080(2) -0.3661(2) 1.000 2 i d Uani 0.0128(5)
C5 C 0.1895(3) -0.0008(2) -0.4377(2) 1.000 2 i d Uani 0.0126(5)
C6 C -0.1175(3) 0.0094(2) -0.4290(2) 1.000 2 i d Uani 0.0138(5)
C7 C 0.1310(3) 0.0148(2) -0.2218(2) 1.000 2 i d Uani 0.0129(5)
C8 C 0.3941(3) -0.0060(2) -0.3805(2) 1.000 2 i d Uani 0.0142(5)
C9 C 0.9385(3) 0.3734(2) -0.0192(2) 1.000 2 i d Uani 0.0133(5)
C10 C 0.0854(3) 0.4151(2) -0.0589(2) 1.000 2 i d Uani 0.0144(5)
C11 C 0.1451(4) 0.5408(2) -0.0379(2) 1.000 2 i d Uani 0.0161(5)
C12 C 0.8787(3) 0.2380(2) -0.0264(2) 1.000 2 i d Uani 0.0130(5)
C13 C 0.1726(3) 0.3296(2) -0.1331(2) 1.000 2 i d Uani 0.0155(5)
O1 O 0.0180(2) -0.0389(2) -0.1787(2) 1.000 2 i d Uani 0.0169(4)
O2 O 0.2880(2) 0.0718(2) -0.1503(2) 1.000 2 i d Uani 0.0155(4)
O3 O 0.4497(2) -0.1012(2) -0.4169(2) 1.000 2 i d Uani 0.0225(4)
O4 O 0.4998(2) 0.0876(2) -0.3030(2) 1.000 2 i d Uani 0.0190(4)
O5 O 0.7151(2) 0.2011(2) -0.0376(2) 1.000 2 i d Uani 0.0193(4)
O6 O 0.0070(2) 0.1729(2) -0.0133(2) 1.000 2 i d Uani 0.0184(4)
O7 O 0.0832(3) 0.2736(2) -0.2425(2) 1.000 2 i d Uani 0.0234(4)
O8 O 0.3453(2) 0.3261(2) -0.0780(2) 1.000 2 i d Uani 0.0191(4)
OW1 O 0.5118(3) 0.3418(2) -0.2649(2) 1.000 2 i d Uani 0.0275(5)
OW2 O -0.3304(3) -0.0635(2) -0.1047(2) 1.000 2 i d Uani 0.0249(4)
OW3 O 0.6807(3) 0.2250(2) 0.2140(2) 1.000 2 i d Uani 0.0435(6)
OW4 O 0.4631(3) -0.5917(2) 0.1886(2) 1.000 2 i d Uani 0.0335(5)
OW5 O 0.2635(3) -0.3043(2) 0.3925(2) 1.000 2 i d Uani 0.0296(5)
H1 H 0.2513(44) -0.7259(29) -0.5149(31) 1.000 2 i d Uiso 0.035(4)
H2 H 0.3685(47) -0.6260(29) -0.5384(31) 1.000 2 i d Uiso 0.035(4)
H3 H 0.0016(47) -0.6655(30) -0.6399(31) 1.000 2 i d Uiso 0.035(4)
H4 H 0.1112(44) -0.5593(29) -0.6654(31) 1.000 2 i d Uiso 0.035(4)
H5 H 0.0848(44) -0.5787(29) -0.4270(31) 1.000 2 i d Uiso 0.035(4)
H6 H 0.1967(46) -0.4657(29) -0.445(3) 1.000 2 i d Uiso 0.035(4)
H7 H 0.1629(50) -0.8144(31) -0.7406(32) 1.000 2 i d Uiso 0.043(6)
H8 H 0.3567(49) -0.8071(31) -0.6720(32) 1.000 2 i d Uiso 0.043(6)
H9 H 0.2998(48) -0.7115(32) -0.7471(33) 1.000 2 i d Uiso 0.043(6)
H10 H -0.1915(38) 0.0193(24) -0.3809(26) 1.000 2 i d Uiso 0.017(5)
H11 H 0.5840(57) 0.3309(37) -0.3013(39) 1.000 2 i d Uiso 0.060(4)
H12 H 0.5132(55) 0.4162(37) -0.2351(38) 1.000 2 i d Uiso 0.060(4)
H13 H 0.2364(39) 0.5656(24) -0.0651(25) 1.000 2 i d Uiso 0.017(5)
H21 H -0.3554(55) 0.0037(36) -0.1180(38) 1.000 2 i d Uiso 0.060(4)
H22 H -0.3407(57) -0.0679(37) -0.0387(40) 1.000 2 i d Uiso 0.060(4)
H31 H 0.7074(53) 0.2292(34) 0.1300(38) 1.000 2 i d Uiso 0.060(4)
H32 H 0.5834(57) 0.1688(36) 0.2006(38) 1.000 2 i d Uiso 0.060(4)
H41 H 0.5403(58) -0.6324(38) 0.2055(40) 1.000 2 i d Uiso 0.060(4)
H42 H 0.4241(55) -0.6114(35) 0.1048(40) 1.000 2 i d Uiso 0.060(4)
H51 H 0.1628(58) -0.2972(37) 0.3449(39) 1.000 2 i d Uiso 0.060(4)
H52 H 0.3086(55) -0.2324(37) 0.4459(39) 1.000 2 i d Uiso 0.060(4)
loop_
_atom_type_symbol
Cu
N
C
O
H
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
OW1 Cu1 O4 . . . 91.97(8) no
OW1 Cu1 O8 . . . 91.45(8) no
O4 Cu1 O8 . . . 176.42(7) no
OW1 Cu1 O2 . . . 168.94(8) no
O4 Cu1 O2 . . . 87.66(7) no
O8 Cu1 O2 . . . 89.18(7) no
OW1 Cu1 O5 . . . 96.28(8) no
O4 Cu1 O5 . . . 83.49(7) no
O8 Cu1 O5 . . . 95.12(7) no
O2 Cu1 O5 . . . 94.66(6) no
O6 Cu2 O6 2 . . 180.00 no
O6 Cu2 O1 2 . . 90.82(7) no
O6 Cu2 O1 . . . 89.18(7) no
O6 Cu2 O1 2 . 2 89.18(7) no
O6 Cu2 O1 . . 2 90.82(7) no
O1 Cu2 O1 . . 2 180.00 no
O6 Cu2 OW2 2 . . 82.52(7) no
O6 Cu2 OW2 . . . 97.49(7) no
O1 Cu2 OW2 . . . 86.03(7) no
O1 Cu2 OW2 2 . . 93.97(7) no
O6 Cu2 OW2 2 . 2 97.49(7) no
O6 Cu2 OW2 . . 2 82.51(7) no
O1 Cu2 OW2 . . 2 93.97(7) no
O1 Cu2 OW2 2 . 2 86.03(7) no
OW2 Cu2 OW2 . . 2 180.00 no
C1 N H7 . . . 114.(2) no
C1 N H8 . . . 112.2(22) no
H7 N H8 . . . 102.6(28) no
C1 N H9 . . . 111.2(21) no
H7 N H9 . . . 106.3(28) no
H8 N H9 . . . 110.(3) no
N C1 C2 . . . 112.2(2) no
N C1 H1 . . . 109.9(20) no
C2 C1 H1 . . . 107.7(20) no
N C1 H2 . . . 107.9(21) no
C2 C1 H2 . . . 111.5(21) no
H1 C1 H2 . . . 107.5(28) no
C1 C2 C3 . . . 112.2(3) no
C1 C2 H3 . . . 107.0(22) no
C3 C2 H3 . . . 108.9(22) no
C1 C2 H4 . . . 108.7(20) no
C3 C2 H4 . . . 109.4(19) no
H3 C2 H4 . . . 110.7(28) no
C3 C3 C2 2_544 . . 113.0(3) no
C3 C3 H5 2_544 . . 108.8(21) no
C2 C3 H5 . . . 108.9(20) no
C3 C3 H6 2_544 . . 108.8(18) no
C2 C3 H6 . . . 110.8(18) no
H5 C3 H6 . . . 106.3(26) no
C6 C4 C5 . . . 119.5(2) no
C6 C4 C7 . . . 117.4(2) no
C5 C4 C7 . . . 123.1(2) no
C6 C5 C4 2_554 . . 118.5(2) no
C6 C5 C8 2_554 . . 117.1(2) no
C4 C5 C8 . . . 124.3(2) no
C4 C6 C5 . . 2_554 121.9(2) no
C4 C6 H10 . . . 118.2(17) no
C5 C6 H10 2_554 . . 119.8(17) no
O2 C7 O1 . . . 123.0(2) no
O2 C7 C4 . . . 120.7(2) no
O1 C7 C4 . . . 116.3(2) no
O3 C8 O4 . . . 123.5(2) no
O3 C8 C5 . . . 117.2(2) no
O4 C8 C5 . . . 119.2(2) no
C11 C9 C10 2_665 . 1_655 119.0(2) no
C11 C9 C12 2_665 . . 118.7(2) no
C10 C9 C12 1_655 . . 122.2(2) no
C11 C10 C9 . . 1_455 119.2(2) no
C11 C10 C13 . . . 117.9(2) no
C9 C10 C13 1_455 . . 122.7(2) no
C9 C11 C10 2_665 . . 121.8(2) no
C9 C11 H13 2_665 . . 120.1(18) no
C10 C11 H13 . . . 118.1(17) no
O5 C12 O6 . . 1_655 126.0(2) no
O5 C12 C9 . . . 119.2(2) no
O6 C12 C9 1_655 . . 114.7(2) no
O7 C13 O8 . . . 123.5(2) no
O7 C13 C10 . . . 120.2(2) no
O8 C13 C10 . . . 116.1(2) no
C7 O1 Cu2 . . . 127.6(2) no
C7 O2 Cu1 . . . 123.76(15) no
C8 O4 Cu1 . . . 124.8(2) no
C12 O5 Cu1 . . . 133.4(2) no
C12 O6 Cu2 1_455 . . 129.0(2) no
C13 O8 Cu1 . . . 107.71(15) no
Cu1 OW1 H11 . . . 119.3(29) no
Cu1 OW1 H12 . . . 122.0(27) no
H11 OW1 H12 . . . 114.2(38) no
Cu2 OW2 H21 . . . 96.9(28) no
Cu2 OW2 H22 . . . 89.8(31) no
H21 OW2 H22 . . . 105.5(39) no
H31 OW3 H32 . . . 111.1(33) no
H41 OW4 H42 . . . 100.4(37) no
H51 OW5 H52 . . . 106.8(36) no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Cu1 OW1 . . 1.926(2) no
Cu1 O4 . . 1.937(2) no
Cu1 O8 . . 1.960(2) no
Cu1 O2 . . 1.983(2) no
Cu1 O5 . . 2.400(2) no
Cu2 O6 . 2 1.944(2) no
Cu2 O6 . . 1.944(2) no
Cu2 O1 . . 2.020(2) no
Cu2 O1 . 2 2.020(2) no
Cu2 OW2 . . 2.431(2) no
Cu2 OW2 . 2 2.431(2) no
N C1 . . 1.490(4) no
N H7 . . 0.97(4) no
N H8 . . 0.88(4) no
N H9 . . 0.91(4) no
C1 C2 . . 1.505(4) no
C1 H1 . . 0.93(3) no
C1 H2 . . 0.89(3) no
C2 C3 . . 1.520(4) no
C2 H3 . . 0.87(3) no
C2 H4 . . 0.95(3) no
C3 C3 . 2_544 1.517(6) no
C3 H5 . . 0.91(3) no
C3 H6 . . 1.00(3) no
C4 C6 . . 1.394(3) no
C4 C5 . . 1.403(3) no
C4 C7 . . 1.512(3) no
C5 C6 . 2_554 1.394(3) no
C5 C8 . . 1.519(3) no
C6 C5 . 2_554 1.394(3) no
C6 H10 . . 0.90(3) no
C7 O2 . . 1.264(3) no
C7 O1 . . 1.263(3) no
C8 O3 . . 1.238(3) no
C8 O4 . . 1.270(3) no
C9 C11 . 2_665 1.386(3) no
C9 C10 . 1_655 1.404(3) no
C9 C12 . . 1.512(3) no
C10 C11 . . 1.386(3) no
C10 C9 . 1_455 1.404(3) no
C10 C13 . . 1.507(3) no
C11 C9 . 2_665 1.386(3) no
C11 H13 . . 0.89(3) no
C12 O5 . . 1.251(3) no
C12 O6 . 1_655 1.267(3) no
C13 O7 . . 1.227(3) no
C13 O8 . . 1.289(3) no
O6 C12 . 1_455 1.267(3) no
OW1 H11 . . 0.79(4) no
OW1 H12 . . 0.84(4) no
OW2 H21 . . 0.81(4) no
OW2 H22 . . 0.77(4) no
OW3 H31 . . 1.02(4) no
OW3 H32 . . 0.89(4) no
OW4 H41 . . 0.78(4) no
OW4 H42 . . 0.87(4) no
OW5 H51 . . 0.81(4) no
OW5 H52 . . 0.89(4) no
