#------------------------------------------------------------------------------
#$Date: 2011-09-28 15:24:46 +0100 (Wed, 28 Sep 2011) $
#$Revision: 26848 $
#$URL: svn://www.crystallography.net/cod/cif/2/01/03/2010374.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_2010374
_journal_name_full 'Acta Crystallographica Section C'
_journal_year  1995
_journal_volume 51
_journal_page_first  53
_journal_page_last  57
_publ_section_title
;
Folding onto Copper(II) of a Flexible Bis-chelating 4-Acyl-pyrazol-5-olate
;
loop_
_publ_author_name
  'Goetz-Grandmont, G.J.'
  'Tayeb, A.'
  'Matt, D.'
  'Brunette, J.-P.'
  'Toupet, L.'
_chemical_formula_sum            'C30 H32 Cu N4 O4'
_[local]_cod_chemical_formula_sum_orig 'C30 H32 N4 O4 Cu1'
_chemical_formula_weight  576.2
_symmetry_cell_setting  triclinic
_symmetry_space_group_name_H-M  'P -1'
_symmetry_space_group_name_Hall  '-P 1'
loop_
_symmetry_equiv_pos_as_xyz
  'x,y,z'
  '-x,-y,-z'
_cell_length_a  12.955(4)
_cell_length_b  14.217(6)
_cell_length_c  16.494(9)
_cell_angle_alpha  98.82(5)
_cell_angle_beta  112.57(5)
_cell_angle_gamma  101.15(3)
_cell_volume  2664(2)
_cell_formula_units_Z  4
_cell_measurement_temperature  120
_exptl_crystal_density_diffrn  1.436
_refine_ls_R_factor_obs  0.082
_refine_ls_wR_factor_obs  0.072
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
  Cu1 -.07878(9) -.08622(8) -.09760(8)
  O1 -.1210(5) .0161(5) -.0355(4)
  O2 -.1261(5) -.1805(5) -.0387(4)
  O3 -.0430(5) -.1918(5) -.1621(4)
  O4 -.0520(5) .0021(5) -.1680(4)
  N1 -.2486(6) .0562(2) .0226(5)
  N2 -.3193(6) .0137(6) .0610(5)
  N3 .0430(6) .0534(6) -.2551(5)
  N4 .1031(6) .0170(7) -.3031(5)
  C1 -.1941(7) -.0080(7) -.0036(6)
  C2 -.2321(7) -.0970(7) .0186(6)
  C3 -.1957(7) -.1814(7) -.0007(7)
  C4 -.2374(9) -.2763(8) .0209(8)
  C5 -.1771(9) -.3542(8) .0030(10)
  C6 -.2150(10)
  -.4030(10)
  -.0920(10)
  C7A -.161(2) -.479(2) -.1420(10)
  C7B -.112(2) -.4520(10)
  -.0810(10)
  C8A -.193(2) -.502(2) -.246(2)
  C8B -.140(2) -.500(2) -.1810(10)
  C9 -.1290(10)
  -.4200(10)
  -.2530(10)
  C10 -.0010(10)
  -.3674(9) -.2133(9)
  C11 .0303(9) -.2817(8) -.2515(7)
  C12 .0051(8) -.1861(8) -.2160(7)
  C13 .0369(8) -.0997(7) -.2402(7)
  C14 .0035(8) -.0149(8) -.2157(6)
  C15 -.3704(9) -.1409(9) .0986(7)
  C16 -.3070(8) -.0782(8) .0593(7)
  C17 -.2478(8) .1530(7) .0106(7)
  C18 -.1815(8) .2003(7) -.0283(7)
  C19 -.1870(10)
  .2927(9) -.0380(9)
  C20 -.2550(10)
  .3425(9) -.0100(10)
  C21 -.3207(9) .2955(9) .0283(9)
  C22 -.3178(8) .2007(8) .0383(7)
  C23 .1570(10)
  -.1313(9) -.3362(8)
  C24 .0981(8) -.0735(8) -.2921(7)
  C25 .0301(9) .1503(8) -.2560(7)
  C26 -.0397(9) .1864(8) -.2213(7)
  C27 -.0520(10)
  .2800(10)
  -.2260(10)
  C28 .0070(10)
  .3381(9) -.2624(9)
  C29 .0790(10)
  .3031(9) -.2955(8)
  C30 .0894(9) .2092(8) -.2931(7)
  H4A -.320 -.303 -.015
  H4B -.225 -.263 .084
  H5A -.189 -.406 .033
  H5B -.095 -.323 .029
  H6A -.220 -.356 -.132
  H6B -.291 -.451 -.121
  H9A -.176 -.373 -.255
  H9B -.157 -.455 -.317
  H10A .041 -.415 -.218
  H10B .025 -.342 -.147
  H11A -.012 -.302 -.316
  H11B .113 -.266 -.238
  H15A -.414 -.104 .121
  H15B -.424 -.199 .054
  H15C -.318 -.160 .148
  H18 -.132 .168 -.048
  H19 -.140 .326 -.065
  H20 -.257 .409 -.019
  H21 -.369 .328 .048
  H22 -.365 .167 .065
  H23A .192 -.093 -.367
  H23B .219 -.149 -.290
  H23C .104 -.191 -.378
  H26 -.082 .145 -.195
  H27 -.104 .305 -.205
  H28 -.001 .404 -.265
  H29 .121 .344 -.321
  H30 .139 .184 -.317
  Cu2 -.43670(10)
  -.54240(10)
  -.41560(10)
  O11 -.4521(7) -.4379(6) -.3367(5)
  O12 -.4927(7) -.6438(6) -.3664(5)
  O13 -.4001(7) -.6438(6) -.4835(5)
  O14 -.3721(6) -.4409(6) -.4616(5)
  N11 -.4993(8) -.3817(7) -.2196(6)
  N12 -.5415(7) -.4189(7) -.1605(6)
  N13 -.2318(9) -.3770(7) -.5084(7)
  N14 -.1631(9) -.4119(8) -.5486(7)
  C31 -.4880(10)
  -.4556(9) -.2781(8)
  C32 -.5251(9) -.5440(8) -.2567(7)
  C33 -.5260(10)
  -.6383(9) -.3036(7)
  C34 -.5640(10)
  -.7330(9) -.2801(8)
  C35A -.472(2) -.760(2) -.232(2)
  C35B -.5380(10)
  -.8290(10)
  -.3230(10)
  C36A -.376(2) -.770(2) -.2690(10)
  C36B -.414(2) -.8340(10)
  -.2860(10)
  C37A -.427(2) -.851(2) -.354(2)
  C37B -.399(2) -.927(2) -.3440(10)
  C38A -.333(2) -.872(2) -.382(2)
  C38B -.423(2) -.924(2) -.4440(10)
  C39 -.3130(10)
  -.8210(10)
  -.4361(9)
  C40 -.3620(10)
  -.8181(9) -.5351(8)
  C41 -.3060(10)
  -.7284(9) -.5555(8)
  C42 -.3310(10)
  -.6340(9) -.5201(8)
  C43 -.2760(10)
  -.5409(9) -.5268(8)
  C44 -.3000(10)
  -.4523(9) -.4954(8)
  C45 -.5978(9) -.5786(8) -.1294(7)
  C46 -.5573(8) -.5167(8) -.1840(7)
  C47 -.4731(8) -.2776(8) -.2133(7)
  C48 -.3902(8) -.2316(8) -.2375(7)
  C49 -.3653(9) -.1293(8) -.2274(7)
  C50 -.4272(9) -.0757(8) -.1951(7)
  C51 -.5110(9) -.1226(8) -.1728(7)
  C52 -.5344(9) -.2234(9) -.1810(8)
  C53 -.1330(10)
  -.5680(10)
  -.6030(10)
  C54 -.1940(10)
  -.5100(10)
  -.5603(9)
  C55 -.2200(10)
  -.2722(8) -.4864(7)
  C56 -.2765(9) -.2336(8) -.4399(7)
  C57 -.2628(8) -.1308(8) -.4220(7)
  C58 -.1950(9) -.0710(7) -.4513(7)
  C59 -.1370(10)
  -.1121(9) -.4965(8)
  C60 -.1490(10)
  -.2127(8) -.5139(8)
  H34A -.647 -.747 -.297
  H34B -.527 -.721 -.214
  H39A -.231 -.822 -.424
  H39B -.303 -.752 -.406
  H40A -.444 -.823 -.555
  H40B -.358 -.878 -.570
  H41A -.327 -.739 -.620
  H41B -.221 -.719 -.527
  H45A -.613 -.538 -.085
  H45B -.668 -.630 -.168
  H45C -.540 -.609 -.098
  H48 -.348 -.270 -.260
  H49 -.305 -.095 -.243
  H50 -.409 -.004 -.187
  H51 -.553 -.084 -.151
  H52 -.593 -.257 -.164
  H53A -.078 -.527 -.616
  H53B -.090 -.604 -.561
  H53C -.188 -.617 -.656
  H56 -.324 -.276 -.419
  H57 -.303 -.101 -.390
  H58 -.187 .000 -.440
  H59 -.087 -.070 -.515
  H60 -.107 -.242 -.544
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 O1 . . 1.936(7) yes
  Cu1 O2 . . 1.912(8) yes
  Cu1 O3 . . 1.939(8) yes
  Cu1 O4 . . 1.907(8) yes
  O1 C1 . . 1.270(10)
  yes
  C1 C2 . . 1.420(10)
  yes
  C2 C3 . . 1.41(2) yes
  C3 O2 . . 1.280(10)
  yes
  C1 N1 . . 1.370(10)
  yes
  N1 N2 . . 1.400(10)
  yes
  N2 C16 . . 1.340(10)
  yes
  C16 C2 . . 1.42(2) yes
  C15 C16 . . 1.48(2) yes
  N1 C17 . . 1.420(10)
  yes
  O3 C12 . . 1.270(10)
  yes
  C12 C13 . . 1.38(2) yes
  C13 C14 . . 1.41(2) yes
  C14 O4 . . 1.280(10)
  yes
  C14 N3 . . 1.370(10)
  yes
  N3 N4 . . 1.420(10)
  yes
  N4 C24 . . 1.32(2) yes
  C24 C13 . . 1.42(2) yes
  C24 C23 . . 1.51(2) yes
  N3 C25 . . 1.42(2) yes
  Cu1 O1* . . 2.546(8) yes
  Cu2 O11 . . 1.914(9) yes
  Cu2 O12 . . 1.910(10)
  yes
  Cu2 O13 . . 1.932(9) yes
  Cu2 O14 . . 1.928(9) yes
  O11 C31 . . 1.26(2) yes
  C31 C32 . . 1.40(2) yes
  C32 C33 . . 1.44(2) yes
  C33 O12 . . 1.260(10)
  yes
  C31 N11 . . 1.38(2) yes
  N11 N12 . . 1.410(10)
  yes
  N12 C46 . . 1.34(2) yes
  C46 C32 . . 1.44(2) yes
  C45 C46 . . 1.51(2) yes
  N11 C47 . . 1.43(2) yes
  O13 C42 . . 1.25(2) yes
  C42 C43 . . 1.42(2) yes
  C43 C44 . . 1.42(2) yes
  C44 O14 . . 1.28(2) yes
  C44 N13 . . 1.35(2) yes
  N13 N14 . . 1.41(2) yes
  N14 C54 . . 1.34(2) yes
  C54 C43 . . 1.41(2) yes
  C53 C54 . . 1.51(2) yes
  N13 C55 . . 1.44(2) yes
  Cu2 O14* . . 2.463(9) yes
  C3 C4 . . 1.50(2) no
  C4 C5 . . 1.53(2) no
  C4 H4A . . 0.970(10)
  no
  C4 H4B . . 0.970(10)
  no
  C5 C6 . . 1.46(3) no
  C5 H5A . . 0.97(2) no
  C5 H5B . . 0.960(10)
  no
  C6 C7A . . 1.66(3) no
  C6 C7B . . 1.57(3) no
  C6 H6A . . 1.00(2) no
  C6 H6B . . 0.97(2) no
  C7A C7B . . 0.93(3) no
  C7A C8A . . 1.56(4) no
  C7A C8B . . 0.83(3) no
  C7B C8B . . 1.56(4) no
  C8A C8B . . 1.02(3) no
  C8A C9 . . 1.34(3) no
  C8A H9A . . 1.85(3) no
  C8A H9B . . 1.61(3) no
  C8B C9 . . 1.80(4) no
  C9 C10 . . 1.51(2) no
  C9 H9A . . 0.98(2) no
  C9 H9B . . 0.99(2) no
  C10 C11 . . 1.51(2) no
  C10 H10A . . 0.960(10)
  no
  C10 H10B . . 0.99(2) no
  C11 C12 . . 1.54(2) no
  C11 H11A . . 0.960(10)
  no
  C11 H11B . . 0.970(10)
  no
  C15 H15A . . 0.970(10)
  no
  C15 H15B . . 0.950(10)
  no
  C15 H15C . . 0.950(10)
  no
  C17 C18 . . 1.39(2) no
  C17 C22 . . 1.40(2) no
  C18 C19 . . 1.36(2) no
  C18 H18 . . 0.970(10)
  no
  C19 C20 . . 1.40(2) no
  C19 H19 . . 0.980(10)
  no
  C20 C21 . . 1.37(2) no
  C20 H20 . . 0.980(10)
  no
  C21 C22 . . 1.39(2) no
  C21 H21 . . 0.960(10)
  no
  C22 H22 . . 0.980(10)
  no
  C23 H23A . . 0.950(10)
  no
  C23 H23B . . 0.97(2) no
  C23 H23C . . 0.950(10)
  no
  C25 C26 . . 1.38(2) no
  C25 C30 . . 1.39(2) no
  C26 C27 . . 1.37(2) no
  C26 H26 . . 0.980(10)
  no
  C27 C28 . . 1.37(2) no
  C27 H27 . . 0.98(2) no
  C28 C29 . . 1.38(2) no
  C28 H28 . . 0.97(2) no
  C29 C30 . . 1.37(2) no
  C29 H29 . . 0.970(10)
  no
  C30 H30 . . 0.970(10)
  no
  C32 C46 . . 1.44(2) no
  C33 C34 . . 1.50(2) no
  C34 C35A . . 1.32(3) no
  C34 C35B . . 1.59(2) no
  C34 H34A . . 0.970(10)
  no
  C34 H34B . . 0.97(2) no
  C35A C35B . . 1.48(4) no
  C35A C36A . . 1.59(4) no
  C35A C36B . . 1.73(4) no
  C35B C36A . . 1.89(3) no
  C35B C36B . . 1.51(3) no
  C35B C37A . . 1.77(4) no
  C36A C36B . . 0.88(3) no
  C36A C37A . . 1.50(4) no
  C36B C37A . . 1.04(3) no
  C36B C37B . . 1.60(3) no
  C37A C37B . . 1.22(4) no
  C37A C38B . . 1.69(4) no
  C37A C38A . . 1.52(4) no
  C37B C38B . . 1.56(3) no
  C37B C38A . . 1.43(4) no
  C38A C38B . . 1.20(4) no
  C38B C39 . . 1.79(3) no
  C38A C39 . . 1.30(3) no
  C39 C40 . . 1.52(2) no
  C39 H39A . . 1.00(2) no
  C39 H39B . . 1.00(2) no
  C40 C41 . . 1.49(2) no
  C40 H40A . . 0.970(10)
  no
  C40 H40B . . 0.980(10)
  no
  C41 C42 . . 1.53(2) no
  C41 H41A . . 0.960(10)
  no
  C41 H41B . . 0.99(2) no
  C45 H45A . . 0.960(10)
  no
  C45 H45B . . 0.960(10)
  no
  C45 H45C . . 0.960(10)
  no
  C47 C48 . . 1.37(2) no
  C47 C52 . . 1.39(2) no
  C48 C49 . . 1.40(2) no
  C48 H48 . . 0.970(10)
  no
  C49 C50 . . 1.40(2) no
  C49 H49 . . 0.970(10)
  no
  C50 C51 . . 1.36(2) no
  C50 H50 . . 0.970(10)
  no
  C51 C52 . . 1.38(2) no
  C51 H51 . . 0.970(10)
  no
  C52 H52 . . 0.980(10)
  no
  C53 H53A . . 0.95(2) no
  C53 H53B . . 0.99(2) no
  C53 H53C . . 0.96(2) no
  C55 C56 . . 1.38(2) no
  C55 C60 . . 1.38(2) no
  C56 C57 . . 1.41(2) no
  C56 H56 . . 0.970(10)
  no
  C57 C58 . . 1.37(2) no
  C57 H57 . . 0.970(10)
  no
  C58 C59 . . 1.38(2) no
  C58 H58 . . 0.970(10)
  no
  C59 C60 . . 1.38(2) no
  C59 H59 . . 0.970(10)
  no
  C60 H60 . . 0.980(10)
  no
_cod_database_code 2010374