#------------------------------------------------------------------------------
#$Date: 2016-03-26 02:11:22 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180127 $
#$URL: svn://www.crystallography.net/cod/cif/7/10/25/7102583.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_7102583
loop_
_publ_author_name
'Maurizot, Victor'
'Linti, Gerald'
'Huc, Ivan'
_publ_section_title
;
 Solid state characterization of oligopyridine dicarboxamide helicates.
;
_journal_issue                   8
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              924
_journal_page_last               925
_journal_paper_doi               10.1039/b317078k
_journal_year                    2004
_chemical_formula_sum            'C32 H33 Cu N7 O6'
_chemical_formula_weight         675.19
_chemical_name_systematic
;
?
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 112.42(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   20.896(4)
_cell_length_b                   14.040(3)
_cell_length_c                   24.185(5)
_cell_measurement_temperature    150(2)
_cell_volume                     6559(2)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.976
_diffrn_measured_fraction_theta_max 0.976
_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  0.0906
_diffrn_reflns_av_sigmaI/netI    0.0637
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            22406
_diffrn_reflns_theta_full        23.96
_diffrn_reflns_theta_max         23.96
_diffrn_reflns_theta_min         1.79
_exptl_absorpt_coefficient_mu    0.720
_exptl_crystal_density_diffrn    1.367
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2808
_refine_diff_density_max         0.830
_refine_diff_density_min         -0.641
_refine_diff_density_rms         0.107
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.012
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     477
_refine_ls_number_reflns         5007
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.012
_refine_ls_R_factor_all          0.0617
_refine_ls_R_factor_gt           0.0471
_refine_ls_shift/su_max          1.071
_refine_ls_shift/su_mean         0.004
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0926P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1242
_refine_ls_wR_factor_ref         0.1342
_reflns_number_gt                3865
_reflns_number_total             5007
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b317078k.txt
_cod_data_source_block           vm2
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' tag value 'moniclinic' was replaced with
'monoclinic' value.

Automatic conversion script
Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana 
;
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               7102583
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'
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
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 1.42887(2) 0.29728(3) 1.279078(16) 0.02371(16) Uani 1 1 d . . .
N1 N 1.25348(19) 0.3388(2) 1.05660(13) 0.0328(7) Uani 1 1 d . . .
N2 N 1.28598(15) 0.2884(2) 1.15284(12) 0.0290(7) Uani 1 1 d . . .
N3 N 1.33264(15) 0.2375(2) 1.25078(12) 0.0315(7) Uani 1 1 d . . .
N4 N 1.44682(15) 0.1892(2) 1.33123(12) 0.0304(7) Uani 1 1 d . . .
N5 N 1.53547(14) 0.30812(18) 1.32419(11) 0.0217(6) Uani 1 1 d . . .
N6 N 1.59227(14) 0.40466(18) 1.27862(11) 0.0207(6) Uani 1 1 d . . .
N7 N 1.65707(17) 0.4958(2) 1.23404(13) 0.0310(7) Uani 1 1 d . . .
O1 O 1.17619(14) 0.45242(19) 1.00684(11) 0.0423(7) Uani 1 1 d . . .
O2 O 1.27356(14) 0.1134(2) 1.27416(13) 0.0515(8) Uani 1 1 d . . .
O3 O 1.48073(13) -0.05385(17) 1.42977(11) 0.0380(6) Uani 1 1 d . . .
O4 O 1.61448(12) 0.25572(18) 1.41706(10) 0.0354(6) Uani 1 1 d . . .
O5 O 1.58221(14) 0.4107(2) 1.15692(10) 0.0418(7) Uani 1 1 d . . .
C1 C 1.2621(2) 0.4078(3) 0.96891(18) 0.0470(10) Uani 1 1 d . . .
H1B H 1.2735 0.4743 0.9641 0.070 Uiso 1 1 calc R . .
H1C H 1.2316 0.3823 0.9301 0.070 Uiso 1 1 calc R . .
H1D H 1.3048 0.3701 0.9844 0.070 Uiso 1 1 calc R . .
C2 C 1.2260(2) 0.4029(3) 1.01223(15) 0.0329(8) Uani 1 1 d . . .
C3 C 1.23347(18) 0.3216(2) 1.10473(15) 0.0273(8) Uani 1 1 d . . .
C4 C 1.16710(19) 0.3342(3) 1.10285(16) 0.0338(8) Uani 1 1 d . . .
H4A H 1.1307 0.3559 1.0676 0.041 Uiso 1 1 calc R . .
C5 C 1.1557(2) 0.3140(3) 1.15437(18) 0.0387(9) Uani 1 1 d . . .
H5A H 1.1108 0.3224 1.1549 0.046 Uiso 1 1 calc R . .
C6 C 1.2089(2) 0.2819(3) 1.20485(17) 0.0382(9) Uani 1 1 d . . .
H6A H 1.2019 0.2691 1.2407 0.046 Uiso 1 1 calc R . .
C7 C 1.27312(18) 0.2690(2) 1.20154(15) 0.0297(8) Uani 1 1 d . . .
C8 C 1.32572(19) 0.1610(3) 1.28070(16) 0.0351(9) Uani 1 1 d . . .
C9 C 1.39394(19) 0.1310(3) 1.32758(16) 0.0335(9) Uani 1 1 d . . .
C10 C 1.4049(2) 0.0509(3) 1.36177(16) 0.0365(9) Uani 1 1 d . . .
H10A H 1.3675 0.0106 1.3596 0.044 Uiso 1 1 calc R . .
C11 C 1.47306(19) 0.0297(2) 1.40031(15) 0.0337(9) Uani 1 1 d . . .
C12 C 1.52622(19) 0.0921(2) 1.40641(15) 0.0318(8) Uani 1 1 d . . .
H12A H 1.5720 0.0805 1.4341 0.038 Uiso 1 1 calc R . .
C13 C 1.50993(18) 0.1727(2) 1.37034(15) 0.0290(8) Uani 1 1 d . . .
C14 C 1.5499(2) -0.0918(3) 1.45864(17) 0.0384(9) Uani 1 1 d . . .
H14A H 1.5724 -0.0659 1.4996 0.046 Uiso 1 1 calc R . .
H14B H 1.5787 -0.0755 1.4356 0.046 Uiso 1 1 calc R . .
C15 C 1.5411(2) -0.1976(3) 1.46040(16) 0.0349(9) Uani 1 1 d . . .
C16 C 1.5470(2) -0.2441(3) 1.51222(18) 0.0463(10) Uani 1 1 d . . .
H16A H 1.5590 -0.2093 1.5484 0.056 Uiso 1 1 calc R . .
C17 C 1.5354(3) -0.3420(3) 1.5120(2) 0.0580(13) Uani 1 1 d . . .
H17A H 1.5398 -0.3737 1.5479 0.070 Uiso 1 1 calc R . .
C18 C 1.5176(3) -0.3922(3) 1.4598(2) 0.0555(12) Uani 1 1 d . . .
H18A H 1.5089 -0.4586 1.4593 0.067 Uiso 1 1 calc R . .
C19 C 1.5125(2) -0.3463(3) 1.40807(19) 0.0491(11) Uani 1 1 d . . .
H19A H 1.5008 -0.3813 1.3719 0.059 Uiso 1 1 calc R . .
C20 C 1.5242(2) -0.2499(3) 1.40840(17) 0.0395(9) Uani 1 1 d . . .
H20A H 1.5206 -0.2189 1.3724 0.047 Uiso 1 1 calc R . .
C21 C 1.56001(17) 0.2511(2) 1.37273(14) 0.0264(8) Uani 1 1 d . . .
C22 C 1.57457(16) 0.3907(2) 1.32648(13) 0.0200(7) Uani 1 1 d . . .
C23 C 1.59419(18) 0.4522(2) 1.37436(14) 0.0281(8) Uani 1 1 d . . .
H23A H 1.5782 0.4433 1.4059 0.034 Uiso 1 1 calc R . .
C24 C 1.6372(2) 0.5267(2) 1.37573(16) 0.0337(9) Uani 1 1 d . . .
H24A H 1.6524 0.5689 1.4089 0.040 Uiso 1 1 calc R . .
C25 C 1.6583(2) 0.5401(2) 1.32909(15) 0.0323(8) Uani 1 1 d . . .
H25A H 1.6892 0.5903 1.3301 0.039 Uiso 1 1 calc R . .
C26 C 1.63365(17) 0.4790(2) 1.28046(13) 0.0223(7) Uani 1 1 d . . .
C27 C 1.6306(2) 0.4662(3) 1.17679(15) 0.0359(9) Uani 1 1 d . . .
C28 C 1.6651(3) 0.5091(4) 1.13804(19) 0.0628(14) Uani 1 1 d . . .
H28A H 1.6322 0.5103 1.0963 0.094 Uiso 1 1 calc R . .
H28B H 1.7055 0.4707 1.1412 0.094 Uiso 1 1 calc R . .
H28C H 1.6799 0.5743 1.1514 0.094 Uiso 1 1 calc R . .
O8 O 1.8053(5) 0.3853(8) 1.1389(4) 0.107(3) Uani 0.50 1 d P A 1
C50 C 1.7292(11) 0.258(2) 1.088(2) 0.105(12) Uani 0.25 1 d P A 1
C50A C 1.752(2) 0.242(2) 1.041(2) 0.132(14) Uani 0.25 1 d P . 1
C51 C 1.779(2) 0.2953(14) 1.0955(19) 0.245(17) Uani 0.50 1 d P A 1
C52 C 1.8693(11) 0.5182(14) 1.1974(8) 0.131(7) Uani 0.50 1 d P A 1
H52A H 1.9176 0.5394 1.2153 0.196 Uiso 0.50 1 calc PR A 1
H52B H 1.8494 0.5172 1.2282 0.196 Uiso 0.50 1 calc PR A 1
H52C H 1.8427 0.5620 1.1654 0.196 Uiso 0.50 1 calc PR A 1
C53 C 1.8668(12) 0.4304(18) 1.1749(12) 0.199(14) Uani 0.50 1 d P A 1
H53A H 1.8896 0.3877 1.2094 0.239 Uiso 0.50 1 calc PR A 1
H53B H 1.8968 0.4315 1.1516 0.239 Uiso 0.50 1 calc PR A 1
O9 O 1.9631(4) 0.3354(6) 1.2315(3) 0.080(2) Uani 0.50 1 d P . 2
C54 C 1.9329(11) 0.4961(10) 1.2134(8) 0.115(6) Uani 0.50 1 d P B 2
H54A H 1.8950 0.5409 1.1936 0.172 Uiso 0.50 1 calc PR B 2
H54B H 1.9656 0.4970 1.1932 0.172 Uiso 0.50 1 calc PR B 2
H54C H 1.9568 0.5149 1.2553 0.172 Uiso 0.50 1 calc PR B 2
C55 C 1.9042(8) 0.3982(11) 1.2106(7) 0.095(4) Uani 0.50 1 d P B 2
H55A H 1.8772 0.3932 1.2364 0.114 Uiso 0.50 1 calc PR B 2
H55B H 1.8735 0.3820 1.1691 0.114 Uiso 0.50 1 calc PR B 2
C56 C 1.9464(6) 0.2379(8) 1.2300(5) 0.066(3) Uani 0.50 1 d P C 2
H56A H 1.9179 0.2281 1.2542 0.079 Uiso 0.50 1 calc PR C 2
H56B H 1.9178 0.2200 1.1883 0.079 Uiso 0.50 1 calc PR C 2
C57 C 2.0000 0.1811(8) 1.2500 0.102(3) Uani 1 2 d S . 2
H7 H 1.684(2) 0.537(3) 1.2417(17) 0.035(11) Uiso 1 1 d . . .
H1 H 1.287(2) 0.315(3) 1.0607(16) 0.022(11) Uiso 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
N4 Cu1 N6 176.95(11) . 2_857
N4 Cu1 N3 79.38(12) . .
N6 Cu1 N3 98.62(11) 2_857 .
N4 Cu1 N5 79.10(11) . .
N6 Cu1 N5 102.70(11) 2_857 .
N3 Cu1 N5 158.04(11) . .
N4 Cu1 O5 98.64(11) . 2_857
N6 Cu1 O5 83.95(10) 2_857 2_857
N3 Cu1 O5 99.89(12) . 2_857
N5 Cu1 O5 87.63(10) . 2_857
C2 N1 C3 127.2(4) . .
C7 N2 C3 117.6(3) . .
C8 N3 C7 117.6(3) . .
C8 N3 Cu1 116.5(2) . .
C7 N3 Cu1 125.9(2) . .
C13 N4 C9 120.7(3) . .
C13 N4 Cu1 120.2(2) . .
C9 N4 Cu1 119.1(2) . .
C21 N5 C22 115.6(3) . .
C21 N5 Cu1 112.9(2) . .
C22 N5 Cu1 124.8(2) . .
C26 N6 C22 117.7(3) . .
C26 N6 Cu1 125.5(2) . 2_857
C22 N6 Cu1 115.4(2) . 2_857
C27 N7 C26 129.7(3) . .
C11 O3 C14 118.1(3) . .
C27 O5 Cu1 117.3(2) . 2_857
O1 C2 N1 123.6(4) . .
O1 C2 C1 122.3(3) . .
N1 C2 C1 114.1(4) . .
N2 C3 C4 123.5(3) . .
N2 C3 N1 112.1(3) . .
C4 C3 N1 124.4(3) . .
C3 C4 C5 117.4(3) . .
C6 C5 C4 120.4(4) . .
C5 C6 C7 117.7(4) . .
N2 C7 C6 123.4(3) . .
N2 C7 N3 113.3(3) . .
C6 C7 N3 123.2(3) . .
O2 C8 N3 129.7(3) . .
O2 C8 C9 118.7(3) . .
N3 C8 C9 111.5(3) . .
N4 C9 C10 121.1(3) . .
N4 C9 C8 113.3(3) . .
C10 C9 C8 125.5(3) . .
C9 C10 C11 118.1(3) . .
O3 C11 C12 124.6(3) . .
O3 C11 C10 114.9(3) . .
C12 C11 C10 120.6(3) . .
C11 C12 C13 117.1(3) . .
N4 C13 C12 122.2(3) . .
N4 C13 C21 112.9(3) . .
C12 C13 C21 124.8(3) . .
O3 C14 C15 105.5(3) . .
C16 C15 C20 118.7(4) . .
C16 C15 C14 121.8(4) . .
C20 C15 C14 119.5(3) . .
C15 C16 C17 120.6(4) . .
C18 C17 C16 119.8(4) . .
C17 C18 C19 119.9(4) . .
C20 C19 C18 120.3(4) . .
C19 C20 C15 120.8(3) . .
O4 C21 N5 130.1(3) . .
O4 C21 C13 118.1(3) . .
N5 C21 C13 111.9(3) . .
N6 C22 C23 122.4(3) . .
N6 C22 N5 115.4(3) . .
C23 C22 N5 122.2(3) . .
C24 C23 C22 118.8(3) . .
C23 C24 C25 119.9(3) . .
C24 C25 C26 118.7(3) . .
N6 C26 C25 122.3(3) . .
N6 C26 N7 121.2(3) . .
C25 C26 N7 116.4(3) . .
O5 C27 N7 123.7(3) . .
O5 C27 C28 122.0(3) . .
N7 C27 C28 114.2(4) . .
C53 O8 C51 140.7(18) . .
C51 C50 C50A 68(3) . .
C50 C50A C51 46(2) . .
C50 C50A C50A 153(4) . 7_857
C51 C50A C50A 136(3) . 7_857
C50 C51 C50A 66(3) . .
C50 C51 O8 123(4) . .
C50A C51 O8 159(3) . .
C52 C53 O8 124(2) . .
C56 O9 C55 114.5(10) . .
C56 O9 O9 102.1(6) . 2_957
C55 O9 O9 141.1(7) . 2_957
O9 C55 C54 105.8(14) . .
C57 C56 O9 114.4(10) . .
C56 C57 C56 104.9(13) 2_957 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu1 N4 1.916(3) .
Cu1 N6 1.986(3) 2_857
Cu1 N3 2.041(3) .
Cu1 N5 2.079(3) .
Cu1 O5 2.293(3) 2_857
N1 C2 1.349(5) .
N1 C3 1.400(5) .
N2 C7 1.333(5) .
N2 C3 1.342(4) .
N3 C8 1.333(5) .
N3 C7 1.425(4) .
N4 C13 1.318(5) .
N4 C9 1.350(4) .
N5 C21 1.350(4) .
N5 C22 1.407(4) .
N6 C26 1.345(4) .
N6 C22 1.357(4) .
N6 Cu1 1.986(3) 2_857
N7 C27 1.346(5) .
N7 C26 1.405(4) .
O1 C2 1.216(4) .
O2 C8 1.237(4) .
O3 C11 1.350(4) .
O3 C14 1.447(5) .
O4 C21 1.232(4) .
O5 C27 1.221(5) .
O5 Cu1 2.293(3) 2_857
C1 C2 1.509(6) .
C3 C4 1.382(5) .
C4 C5 1.385(5) .
C5 C6 1.377(5) .
C6 C7 1.386(5) .
C8 C9 1.504(5) .
C9 C10 1.362(5) .
C10 C11 1.405(5) .
C11 C12 1.378(5) .
C12 C13 1.390(5) .
C13 C21 1.505(5) .
C14 C15 1.500(5) .
C15 C16 1.377(5) .
C15 C20 1.381(5) .
C16 C17 1.395(6) .
C17 C18 1.367(6) .
C18 C19 1.375(6) .
C19 C20 1.374(6) .
C22 C23 1.376(4) .
C23 C24 1.370(5) .
C24 C25 1.372(5) .
C25 C26 1.386(5) .
C27 C28 1.508(5) .
O8 C53 1.40(2) .
O8 C51 1.60(3) .
C50 C51 1.11(4) .
C50 C50A 1.40(6) .
C50A C51 1.43(5) .
C50A C50A 1.98(10) 7_857
C52 C53 1.34(3) .
O9 C56 1.410(13) .
O9 C55 1.440(16) .
O9 O9 1.458(16) 2_957
C54 C55 1.49(2) .
C56 C57 1.309(12) .
C57 C56 1.309(12) 2_957
