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#$Date: 2018-06-14 15:53:24 +0300 (Thu, 14 Jun 2018) $
#$Revision: 208377 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/00/06/2000677.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2000677
loop_
_publ_author_name
'Cotton, F. A.'
'Czuchajowska-Wiesinger, J.'
_publ_section_title
;The structure of copper(II)
 5,7,12,14-tetramethyldibenzo[b,i][1,4,8,11]tetraazacyclotetradeca-2,4,7,9,11,14-hexaenediide
;
_journal_issue                   8
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              1434
_journal_page_last               1437
_journal_paper_doi               10.1107/S0108270192000726
_journal_volume                  48
_journal_year                    1992
_chemical_formula_sum            'C22 H22 Cu N4'
_chemical_formula_weight         405.99
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_cell_angle_alpha                90
_cell_angle_beta                 100.010(10)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   14.318(2)
_cell_length_b                   16.427(2)
_cell_length_c                   16.299(2)
_cell_volume                     3775.2(8)
_diffrn_radiation_type           Cu
_diffrn_radiation_wavelength     1.54183
_exptl_absorpt_coefficient_mu    1.688
_exptl_crystal_density_diffrn    1.429
_exptl_crystal_F_000             343
_cod_data_source_file            hh0609.cif
_cod_data_source_block           hh0609a
_cod_depositor_comments
;
 Updating space group information and adding the symmetry operation list.

 Antanas Vaitkus,
 2018-06-15
;
_cod_original_cell_volume        3775.0(10)
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_original_formula_sum        'C22 H22 Cu1 N4'
_cod_database_code               2000677
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,y+1/2,-z+1/2
3 -x,-y,-z
4 x,-y+1/2,z+1/2
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
Cu(1) .18173(3) .01748(2) .09181(2)
Cu(2) .29821(3) .00022(2) .37666(2)
N(1) .21630(10) .12570(10) .13570(10)
N(2) .2732(2) .01560(10) .01780(10)
N(3) .1431(2) -.08690(10) .04220(10)
N(4) .0835(2) .02440(10) .15850(10)
N(5) .3682(2) .02890(10) .29020(10)
N(6) .2245(2) -.08420(10) .31370(10)
N(7) .2321(2) -.03340(10) .46440(10)
N(8) .3806(2) .07640(10) .44340(10)
C(1) .2551(2) .1805(2) .0926(2)
C(2) .2942(2) .1590(2) .0221(2)
C(3) .3025(2) .0835(2) -.0141(2)
C(4) .2857(2) -.0646(2) -.0102(2)
C(5) .3637(2) -.0922(2) -.0415(2)
C(6) .3709(2) -.1730(2) -.0630(2)
C(7) .3034(3) -.2274(2) -.0503(2)
C(8) .2266(2) -.2024(2) -.0158(2)
C(9) .2151(2) -.1202(2) .0034(2)
C(10) .0549(2) -.1142(2) .0365(2)
C(11) -.0105(2) -.0785(2) .0806(2)
C(12) .0015(2) -.0140(2) .1373(2)
C(13) .1041(2) .0853(2) .2202(2)
C(14) .0676(2) .0900(2) .2937(2)
C(15) .0980(3) .1496(2) .3512(2)
C(16) .1681(2) .2031(2) .3396(2)
C(17) .2085(2) .1972(2) .2694(2)
C(18) .1771(2) .1406(2) .2079(2)
C(19) .2556(2) .2700(2) .1114(2)
C(20) .3411(2) .0841(2) -.0943(2)
C(21) .0162(2) -.1829(2) -.0204(2)
C(22) -.0865(2) .0118(2) .1700(2)
C(23) .3821(2) -.0236(2) .2318(2)
C(24) .3289(2) -.0947(2) .2156(2)
C(25) .2542(2) -.1247(2) .2528(2)
C(26) .1437(2) -.1028(2) .3486(2)
C(27) .0603(2) -.1358(2) .3066(2)
C(28) -.0193(2) -.1413(2) .3436(2)
C(29) -.0157(2) -.1124(2) .4233(2)
C(30) .0663(2) -.0789(2) .4659(2)
C(31) .1476(2) -.0742(2) .4312(2)
C(32) .2720(2) -.0283(2) .5444(2)
C(33) .3520(2) .0187(2) .5713(2)
C(34) .4034(2) .0692(2) .5260(2)
C(35) .4255(2) .1284(2) .3929(2)
C(36) .4672(2) .2026(2) .4160(2)
C(37) .5047(2) .2495(2) .3596(2)
C(38) .4965(2) .2260(2) .2780(2)
C(39) .4518(2) .1530(2) .2526(2)
C(40) .4179(2) .1023(2) .3091(2)
C(41) .4603(2) -.0136(2) .1813(2)
C(42) .2156(2) -.2065(2) .2232(2)
C(43) .2354(3) -.0778(2) .6101(2)
C(44) .4881(2) .1107(2) .5757(2)
H(1) .313(2) .197(2) -.003(2)
H(2) .407(2) -.055(2) -.043(2)
H(3) .417(2) -.182(2) -.090(2)
H(4) .313(2) -.284(2) -.061(2)
H(5) .184(2) -.245(2) -.002(2)
H(6) -.078(2) -.100(2) .068(2)
H(7) .028(2) .055(2) .304(2)
H(8) .082(2) .148(2) .403(2)
H(9) .186(2) .248(2) .381(2)
H(10) .255(2) .226(2) .262(2)
H(11) .205(2) .288(2) .133(2)
H(12) .261(2) .299(2) .062(2)
H(13) .306(2) .284(2) .149(2)
H(14) .323(3) .135(3) -.126(2)
H(15) .396(2) .083(2) -.084(2)
H(16) .314(3) .039(2) -.132(2)
H(17) .035(2) -.235(2) .008(2)
H(18) .041(2) -.188(2) -.072(2)
H(19) -.057(2) -.179(2) -.037(2)
H(20) -.093(2) .073(2) .182(2)
H(21) -.088(3) -.009(2) .224(2)
H(22) -.144(2) .001(2) .130(2)
H(23) .345(2) -.127(2) .174(2)
H(24) .060(2) -.153(2) .251(2)
H(25) -.075(2) -.162(2) .313(2)
H(26) -.069(2) -.114(2) .442(2)
H(27) .070(2) -.060(2) .516(2)
H(28) .377(2) .013(2) .628(2)
H(29) .469(2) .224(2) .473(2)
H(30) .530(2) .297(2) .379(2)
H(31) .517(2) .262(2) .238(2)
H(32) .441(2) .136(2) .195(2)
H(33) .511(2) .009(2) .210(2)
H(34) .462(3) -.065(3) .150(3)
H(35) .436(3) .027(2) .126(3)
H(36) .191(2) -.238(2) .266(2)
H(37) .164(2) -.198(2) .183(2)
H(38) .257(2) -.234(2) .206(2)
H(39) .288(4) -.095(3) .655(3)
H(40) .206(3) -.124(3) .589(3)
H(41) .201(3) -.046(3) .642(3)
H(42) .501(2) .082(2) .627(2)
H(43) .539(2) .115(2) .545(2)
H(44) .467(2) .168(2) .588(2)
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C(25) N(6) C(26) 125.9(2)
Cu(2) N(7) C(31) 110.6(2)
Cu(2) N(7) C(32) 121.7(2)
C(31) N(7) C(32) 126.9(3)
Cu(2) N(8) C(34) 122.1(2)
N(1) Cu(1) N(2) 95.06(9)
N(1) Cu(1) N(3) 176.50(9)
N(1) Cu(1) N(4) 84.38(9)
N(2) Cu(1) N(3) 84.20(10)
N(2) Cu(1) N(4) 175.17(9)
N(3) Cu(1) N(4) 96.00(10)
N(5) Cu(2) N(6) 95.33(9)
N(5) Cu(2) N(7) 177.09(9)
N(5) Cu(2) N(8) 84.75(9)
Cu(2) N(8) C(35) 111.1(2)
C(34) N(8) C(35) 125.7(2)
N(2) C(4) C(9) 114.8(3)
N(3) C(9) C(4) 114.7(2)
N(4) C(13) C(18) 114.7(2)
N(6) Cu(2) N(7) 83.96(9)
N(6) Cu(2) N(8) 174.46(9)
N(7) Cu(2) N(8) 95.69(9)
Cu(1) N(1) C(1) 122.0(2)
Cu(1) N(1) C(18) 110.7(2)
C(1) N(1) C(18) 126.1(2)
Cu(1) N(2) C(3) 121.7(2)
Cu(1) N(2) C(4) 110.8(2)
C(3) N(2) C(4) 126.0(3)
N(1) C(18) C(13) 114.5(2)
N(6) C(26) C(31) 114.3(2)
N(7) C(31) C(26) 114.4(3)
Cu(1) N(3) C(9) 110.7(2)
Cu(1) N(3) C(10) 121.9(2)
C(9) N(3) C(10) 126.7(2)
Cu(1) N(4) C(12) 121.8(2)
Cu(1) N(4) C(13) 111.2(2)
C(12) N(4) C(13) 126.1(2)
Cu(2) N(5) C(23) 121.9(2)
Cu(2) N(6) C(25) 122.9(2)
Cu(2) N(6) C(26) 110.7(2)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Cu(1) N(1) 1.948(2)
Cu(1) N(2) 1.929(2)
Cu(1) N(3) 1.935(2)
Cu(1) N(4) 1.925(2)
Cu(2) N(5) 1.924(2)
Cu(2) N(6) 1.927(2)
Cu(2) N(7) 1.929(2)
Cu(2) N(8) 1.922(2)
N(1) C(1) 1.323(4)
N(1) C(18) 1.409(4)
N(2) C(3) 1.331(4)
N(2) C(4) 1.414(4)
N(3) C(9) 1.410(4)
N(3) C(10) 1.329(4)
N(4) C(12) 1.325(3)
N(4) C(13) 1.413(3)
N(5) C(23) 1.325(4)
N(6) C(25) 1.326(4)
N(6) C(26) 1.409(4)
N(7) C(31) 1.406(3)
N(7) C(32) 1.332(3)
N(8) C(34) 1.334(3)
N(8) C(35) 1.415(4)
C(4) C(9) 1.409(4)
C(13) C(18) 1.425(4)
C(26) C(31) 1.417(4)
