#------------------------------------------------------------------------------
#$Date: 2018-01-30 16:30:45 +0200 (Tue, 30 Jan 2018) $
#$Revision: 205898 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/00/02/2000222.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_2000222
loop_
_publ_author_name
'Csöregh, I.'
'Ertan, A.'
'Moberg, C.'
'Wärnmark, K.'
_publ_section_title
;
 Structures of novel macrocyclic dipyridylmethaneamides
;
_journal_issue                   10
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              2171
_journal_page_last               2176
_journal_paper_doi               10.1107/S0108270191004596
_journal_volume                  47
_journal_year                    1991
_chemical_formula_sum            'C22 H26 N4 O3'
_chemical_formula_weight         394.47
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_cell_angle_alpha                90
_cell_angle_beta                 92.009(4)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.2585(3)
_cell_length_b                   19.7992(7)
_cell_length_c                   9.9408(4)
_cell_volume                     2017.84(12)
_diffrn_radiation_type           Cu
_diffrn_radiation_wavelength     1.54184
_exptl_absorpt_coefficient_mu    0.680
_exptl_crystal_density_diffrn    1.29850(10)
_exptl_crystal_F_000             840
_cod_data_source_file            ab0201.cif
_cod_data_source_block           ab0201a
_cod_original_cell_volume        2017.8(2)
_cod_database_code               2000222
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,y+1/2,-z
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
C(1A) .3249(9) .9228(7) .7052(9) .053(3)
N(2A) .3941(8) .9817(6) .6547(7) .055(3)
C(3A) .3697(9) 1.0448(7) .6930(9) .053(4)
O(3A) .3098(7) 1.0610(6) .7931(6) .070(3)
C(4A) .4082(9) 1.0983(7) .5920(9) .047(4)
C(5A) .3923(9) 1.1670(7) .6116(9) .056(3)
C(6A) .4104(9) 1.2075(7) .5049(10) .065(3)
C(7A) .4411(9) 1.1828(7) .3774(9) .052(3)
C(8A) .4603(8) 1.1123(7) .3708(8) .046(2)
C(9A) .4854(8) 1.0771(7) .2358(9) .048(3)
C(10A) .3658(8) 1.0304(7) .2078(8) .042(2)
C(11A) .2685(8) 1.0470(7) .1092(8) .051(3)
C(12A) .1562(9) 1.0080(7) .1044(10) .062(3)
C(13A) .1376(9) .9584(7) .1982(9) .059(3)
C(14A) .2359(8) .9470(6) .2948(8) .042(2)
C(15A) .2190(8) .9034(7) .4155(8) .042(3)
O(15A) .1096(5) .8963(6) .4610(6) .057(3)
N(16A) .3305(7) .8801(6) .4724(7) .051(3)
C(17A) .3527(9) .8624 .6160(9) .054(4)
C(18A) .2765(10) .8004(7) .6634(11) .073(4)
C(19A) .3161(15) .7842(8) .8102(14) .107(6)
C(20A) .2945(11) .8446(7) .8998(11) .082(5)
C(21A) .3723(10) .9059(8) .8536(10) .082(5)
N(22A) .4478(6) 1.0726(6) .4752(7) .042(3)
N(23A) .3512(6) .9797(6) .2919(6) .042(3)
O(24A) .4954(7) 1.1276(6) .1385(6) .059(3)
C(25A) .5445(10) 1.1056(8) .0117(9) .072(5)
C(26A) .6098(8) 1.0344(7) .2548(10) .057(4)
C(27A) .7331(9) 1.0754(8) .2903(12) .076(5)
C(1B) .7874(8) .9068(7) .6049(8) .052(4)
N(2B) .8083(6) .8942(6) .464(6) .049(3)
C(3B) .7098(8) .8747(7) .3774(9) .045(3)
O(3B) .5941(6) .8820(6) .406(10) .056(3)
C(4B) .7456(8) .8334(7) .2581(8) .045(2)
C(5B) .6532(8) .8186(7) .1566(8) .052(3)
C(6B) .6824(9) .7698(7) .0678(10) .064(3)
C(7B) .7968(9) .7328(7) .0840(9) .058(3)
C(8B) .8843(8) .7501(7) .1854(8) .044(2)
C(9B) 1.0066(9) .7094(7) .2240(9) .050(3)
C(10B) .9753(9) .6742(7) .3573(9) .049(3)
C(11B) .9537(9) .6072(7) .3728(10) .061(3)
C(12B) .9207(10) .5824(8) .4977(11) .072(3)
C(13B) .9028(10) .6276(8) .6001(11) .068(3)
C(14B) .9262(9) .6954(7) .5802(9) .051(3)
C(15B) .8922(9) .7485(8) .6782(9) .058(4)
O(15B) .8331(9) .7357(7) .7793(8) .112(4)
N(16B) .9334(9) .8099(7) .6438(9) .084(4)
C(17B) .8986(9) .8773(7) .6889(9) .062(4)
C(18B) .8715(11) .8844(8) .8385(10) .082(5)
C(19B) .8544(11) .9586(9) .8733(11) .091(6)
C(20B) .7478(12) .9907(8) .7853(11) .082(5)
C(21B) .7697(12) .9809(7) .6363(10) .077(5)
N(22B) .8611(7) .8023(6) .2676(7) .044(3)
N(23B) .9674(7) .7180(7) .4604(7) .066(3)
O(24B) 1.0214(6) .6553(6) .1302(6) .070(3)
C(25B) 1.0717(12) .6737(8) .0013(10) .081(5)
C(26B) 1.12667(8) .7546(7) .2421(10) .059(4)
C(27B) 1.2514(10) .7148(8) .2848(13) .084(5)
H(1A) .2686 .9223 .7852 ?
H(2A) .4633 .9742 .5879 ?
H(5A) .3684 1.1857 .7009 ?
H(6A) .4016 1.2574 .5171 ?
H(7A) .4488 1.2129 .2973 ?
H(11A) .2802 1.0853 .0453 ?
H(12A) .0881 1.0161 .0318 ?
H(13A) .0554 .9313 .1969 ?
H(16A) .4010 .8825 .4075 ?
H(17A) .4468 .8495 .6244 ?
H(181) .2965 .7608 .6053 ?
H(182) .1809 .8102 .6565 ?
H(191) .4106 .7716 .8156 ?
H(192) .2626 .7455 .8417 ?
H(201) .1995 .8561 .8967 ?
H(202) .3229 .8329 .9942 ?
H(211) .3561 .9453 .9136 ?
H(212) .4675 .8950 .8564 ?
H(251) .5414 1.1450 .0514 ?
H(252) .5054 1.0652 .0345 ?
H(253) .6372 1.0958 .0395 ?
H(261) .6239 1.0095 .1690 ?
H(262) .5958 1.0013 .3289 ?
H(271) .8028 1.0397 .3045 ?
H(272) .7189 1.0987 .3769 ?
H(273) .7605 1.1077 .2209 ?
H(1B) .7039 .8841 .6277 ?
H(2B) .9003 .8868 .4296 ?
H(5B) .5683 .8434 .1497 ?
H(6B) .6210 .7601 .0102 ?
H(7B) .8151 .6942 .0227 ?
H(11B) .9614 .5758 .2947 ?
H(12B) .9103 .5328 .5128 ?
H(13B) .8729 .6114 .6892 ?
H(16B) .9907 .8146 .5787 ?
H(17B) .9799 .9040 .6755 ?
H(183) .9464 .8653 .8933 ?
H(184) .7900 .8529 .8588 ?
H(193) .9384 .9828 .8594 ?
H(194) .8308 .9625 .9697 ?
H(203) .6624 .9698 .8072 ?
H(204) .7453 1.0402 .8050 ?
H(213) .8497 1.0063 .6113 ?
H(214) .6926 .9987 .5831 ?
H(254) 1.0584 .6305 .0494 ?
H(255) 1.1672 .6832 .0126 ?
H(256) 1.0283 .7115 .0498 ?
H(263) 1.1421 .7779 .1548 ?
H(264) 1.1094 .7891 .3129 ?
H(274) 1.3298 .7442 .2755 ?
H(275) 1.2597 .6738 .2270 ?
H(276) 1.2447 .7007 .3809 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C(1A) N(2A) 1.46(2)
C(1A) C(17A) 1.52(2)
C(1A) C(21A) 1.57(2)
N(2A) C(3A) 1.33(2)
C(3A) O(3A) 1.23(2)
C(3A) C(4A) 1.52(2)
C(4A) C(5A) 1.38(2)
C(4A) N(22A) 1.34(2)
C(5A) C(6A) 1.35(2)
C(6A) C(7A) 1.40(2)
C(7A) C(8A) 1.41(2)
C(8A) C(9A) 1.54(2)
C(8A) N(22A) 1.31(2)
C(9A) C(10A) 1.55(2)
C(9A) O(24A) 1.40(2)
C(9A) C(26A) 1.54(2)
C(10A) C(11A) 1.41(2)
C(10A) N(23A) 1.32(2)
C(11A) C(12A) 1.38(2)
C(12A) C(13A) 1.37(2)
C(13A) C(14A) 1.39(2)
C(14A) C(15A) 1.49(2)
C(14A) N(23A) 1.35(2)
C(15A) O(15A) 1.230(10)
C(15A) N(16A) 1.34(2)
N(16A) C(17A) 1.480(10)
C(17A) C(18A) 1.54(2)
C(18A) C(19A) 1.53(2)
C(19A) C(20A) 1.51(2)
C(20A) C(21A) 1.53(2)
O(24A) C(25A) 1.44(2)
C(26A) C(27A) 1.52(2)
C(1B) N(2B) 1.440(10)
C(1B) C(17B) 1.51(2)
N(2B) C(3B) 1.360(10)
C(3B) O(3B) 1.240(10)
C(3B) C(4B) 1.50(2)
C(4B) C(5B) 1.39(2)
C(4B) N(22B) 1.33(2)
C(5B) C(6B) 1.35(2)
C(6B) C(7B) 1.39(2)
C(7B) C(8B) 1.37(2)
C(8B) C(9B) 1.53(2)
C(8B) N(22B) 1.34(2)
C(9B) C(10B) 1.54(2)
C(9B) O(24B) 1.43(2)
C(9B) C(26B) 1.53(2)
C(10B) C(11B) 1.35(2)
C(10B) N(23B) 1.35(2)
C(11B) C(12B) 1.39(2)
C(12B) C(13B) 1.37(2)
C(13B) C(14B) 1.38(2)
C(14B) C(15B) 1.48(2)
C(14B) N(23B) 1.35(2)
C(15B) O(15B) 1.22(2)
C(15B) N(16B) 1.34(2)
N(16B) C(17B) 1.46(2)
C(17B) C(18B) 1.53(2)
C(18B) C(19B) 1.52(3)
C(19B) C(20B) 1.52(2)
C(20B) C(21B) 1.52(2)
O(24B) C(25B) 1.44(2)
C(26B) C(27B) 1.55(2)
