#------------------------------------------------------------------------------
#$Date: 2016-03-22 23:26:17 +0200 (Tue, 22 Mar 2016) $
#$Revision: 179060 $
#$URL: svn://www.crystallography.net/cod/cif/4/30/22/4302227.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_4302227
loop_
_publ_author_name
'Maxwell A. Braverman'
'Joseph H. Nettleman'
'Ronald M. Supkowski'
'Robert L. LaDuca'
_publ_section_title
;
Copper Phthalate Coordination Polymers Incorporating Kinked Dipyridyl
Ligands: An Unprecedented 8-Connected Network and One-Dimensional Chiral
Nanobarrels with Hydrophobic Channels Constructed from Septuple Helical
Motifs
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              4918
_journal_page_last               4926
_journal_paper_doi               10.1021/ic900331m
_journal_volume                  48
_journal_year                    2009
_chemical_formula_sum            'C19.33 H13.33 Cu N2 O5.33'
_chemical_formula_weight         422.53
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           148
_symmetry_cell_setting           rhombohedral
_symmetry_space_group_name_Hall  '-R 3'
_symmetry_space_group_name_H-M   'R -3 :H'
_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                 90.00
_cell_angle_gamma                120.00
_cell_formula_units_Z            18
_cell_length_a                   24.926(2)
_cell_length_b                   24.926(2)
_cell_length_c                   15.189(3)
_cell_measurement_temperature    173(2)
_cell_volume                     8172.7(19)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.924
_diffrn_measured_fraction_theta_max 0.893
_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  0.0886
_diffrn_reflns_av_sigmaI/netI    0.0826
_diffrn_reflns_limit_h_max       32
_diffrn_reflns_limit_h_min       -32
_diffrn_reflns_limit_k_max       31
_diffrn_reflns_limit_k_min       -32
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            27775
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         28.22
_diffrn_reflns_theta_min         1.63
_exptl_absorpt_coefficient_mu    1.238
_exptl_absorpt_correction_T_max  1
_exptl_absorpt_correction_T_min  0.922
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.545
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             3870
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.06
_refine_diff_density_max         0.643
_refine_diff_density_min         -0.466
_refine_diff_density_rms         0.102
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     262
_refine_ls_number_reflns         4010
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.022
_refine_ls_R_factor_all          0.0884
_refine_ls_R_factor_gt           0.0443
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0596P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1029
_refine_ls_wR_factor_ref         0.1164
_reflns_number_gt                2623
_reflns_number_total             4010
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic900331m_si_002_1.cif
_cod_data_source_block           rhom1
_cod_original_cell_volume        8173.0(18)
_cod_original_sg_symbol_H-M      'R -3'
_cod_database_code               4302227
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'x+2/3, y+1/3, z+1/3'
'-y+2/3, x-y+1/3, z+1/3'
'-x+y+2/3, -x+1/3, z+1/3'
'x+1/3, y+2/3, z+2/3'
'-y+1/3, x-y+2/3, z+2/3'
'-x+y+1/3, -x+2/3, z+2/3'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'
'-x+2/3, -y+1/3, -z+1/3'
'y+2/3, -x+y+1/3, -z+1/3'
'x-y+2/3, x+1/3, -z+1/3'
'-x+1/3, -y+2/3, -z+2/3'
'y+1/3, -x+y+2/3, -z+2/3'
'x-y+1/3, x+2/3, -z+2/3'
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 0.292646(17) 0.094573(17) 1.12006(2) 0.01386(13) Uani 1 1 d . . .
O1 O 0.38977(10) 0.06710(10) 1.14423(14) 0.0190(5) Uani 1 1 d . . .
O2 O 0.37211(10) 0.14369(10) 1.17966(14) 0.0152(5) Uani 1 1 d . . .
O3 O 0.42077(10) 0.09739(10) 1.33999(15) 0.0189(5) Uani 1 1 d . . .
O4 O 0.51326(10) 0.11667(10) 1.38736(13) 0.0154(5) Uani 1 1 d . . .
O5 O 0.40251(16) 0.23080(12) 0.70788(17) 0.0455(8) Uani 1 1 d . . .
N1 N 0.33560(12) 0.12829(12) 0.99955(16) 0.0158(6) Uani 1 1 d . . .
N2 N 0.45060(12) 0.08395(12) 0.55523(17) 0.0171(6) Uani 1 1 d . . .
C1 C 0.37012(15) 0.10797(15) 0.9597(2) 0.0183(7) Uani 1 1 d . . .
H1 H 0.3806 0.0818 0.9918 0.022 Uiso 1 1 calc R . .
C2 C 0.39101(16) 0.12328(16) 0.8743(2) 0.0212(7) Uani 1 1 d . . .
H2 H 0.4154 0.1080 0.8485 0.025 Uiso 1 1 calc R . .
C3 C 0.37592(16) 0.16133(15) 0.8266(2) 0.0204(7) Uani 1 1 d . . .
C4 C 0.34048(17) 0.18314(16) 0.8681(2) 0.0227(8) Uani 1 1 d . . .
H4 H 0.3301 0.2101 0.8381 0.027 Uiso 1 1 calc R . .
C5 C 0.32088(16) 0.16496(15) 0.9532(2) 0.0197(7) Uani 1 1 d . . .
H5 H 0.2958 0.1790 0.9803 0.024 Uiso 1 1 calc R . .
C6 C 0.39833(18) 0.18300(17) 0.7352(2) 0.0267(8) Uani 1 1 d . . .
C7 C 0.38759(15) 0.08177(15) 0.6758(2) 0.0204(7) Uani 1 1 d . . .
H7 H 0.3563 0.0581 0.7178 0.025 Uiso 1 1 calc R . .
C8 C 0.40580(16) 0.05312(16) 0.6146(2) 0.0205(7) Uani 1 1 d . . .
H8 H 0.3854 0.0091 0.6145 0.025 Uiso 1 1 calc R . .
C9 C 0.47800(17) 0.14593(16) 0.5556(2) 0.0258(8) Uani 1 1 d . . .
H9 H 0.5102 0.1686 0.5143 0.031 Uiso 1 1 calc R . .
C10 C 0.46192(18) 0.17806(16) 0.6126(2) 0.0289(9) Uani 1 1 d . . .
H10 H 0.4820 0.2220 0.6097 0.035 Uiso 1 1 calc R . .
C11 C 0.41589(17) 0.14575(16) 0.6749(2) 0.0218(8) Uani 1 1 d . . .
C12 C 0.47771(14) 0.12315(14) 1.3325(2) 0.0139(6) Uani 1 1 d . . .
C13 C 0.50961(14) 0.16378(14) 1.2546(2) 0.0139(6) Uani 1 1 d . . .
C14 C 0.57395(15) 0.20164(14) 1.2561(2) 0.0178(7) Uani 1 1 d . . .
H14 H 0.5969 0.2018 1.3062 0.021 Uiso 1 1 calc R . .
C15 C 0.60448(16) 0.23926(15) 1.1839(2) 0.0219(8) Uani 1 1 d . . .
H15 H 0.6483 0.2645 1.1846 0.026 Uiso 1 1 calc R . .
C16 C 0.57166(16) 0.24002(15) 1.1120(2) 0.0236(8) Uani 1 1 d . . .
H16 H 0.5926 0.2660 1.0632 0.028 Uiso 1 1 calc R . .
C17 C 0.50761(16) 0.20271(15) 1.1108(2) 0.0205(7) Uani 1 1 d . . .
H17 H 0.4849 0.2034 1.0610 0.025 Uiso 1 1 calc R . .
C18 C 0.47649(14) 0.16437(14) 1.1816(2) 0.0132(6) Uani 1 1 d . . .
C19 C 0.40808(15) 0.12024(15) 1.16931(19) 0.0150(7) Uani 1 1 d . . .
O6 O 0.5379(14) 0.2894(15) 0.8621(18) 0.225(13) Uani 0.33 1 d PD . .
H6A H 0.4995 0.2709 0.8817 0.270 Uiso 0.33 1 d PRD . .
C20 C 0.574(3) 0.355(4) 0.833(2) 0.23(3) Uani 0.33 1 d P . .
H20A H 0.5488 0.3646 0.7936 0.352 Uiso 0.33 1 calc PR . .
H20B H 0.6114 0.3618 0.8013 0.352 Uiso 0.33 1 calc PR . .
H20C H 0.5865 0.3826 0.8843 0.352 Uiso 0.33 1 calc PR . .
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
_geom_angle_publ_flag
O4 Cu1 O2 167.65(9) 8_544 . ?
O4 Cu1 N2 92.65(10) 8_544 8_545 ?
O2 Cu1 N2 96.17(10) . 8_545 ?
O4 Cu1 N1 84.76(10) 8_544 . ?
O2 Cu1 N1 89.93(10) . . ?
N2 Cu1 N1 159.40(11) 8_545 . ?
O4 Cu1 O2 92.35(8) 8_544 13_557 ?
O2 Cu1 O2 76.67(9) . 13_557 ?
N2 Cu1 O2 108.46(9) 8_545 13_557 ?
N1 Cu1 O2 92.08(9) . 13_557 ?
C19 O2 Cu1 111.9(2) . . ?
C19 O2 Cu1 142.3(2) . 13_557 ?
Cu1 O2 Cu1 103.33(9) . 13_557 ?
C12 O4 Cu1 111.42(19) . 6 ?
C1 N1 C5 117.7(3) . . ?
C1 N1 Cu1 122.9(2) . . ?
C5 N1 Cu1 118.5(2) . . ?
C8 N2 C9 117.2(3) . . ?
C8 N2 Cu1 122.9(2) . 6_554 ?
C9 N2 Cu1 119.2(2) . 6_554 ?
N1 C1 C2 123.0(3) . . ?
C1 C2 C3 119.1(3) . . ?
C2 C3 C4 118.0(3) . . ?
C2 C3 C6 123.6(3) . . ?
C4 C3 C6 118.3(3) . . ?
C5 C4 C3 119.0(3) . . ?
N1 C5 C4 123.0(3) . . ?
O5 C6 C3 120.4(3) . . ?
O5 C6 C11 118.9(3) . . ?
C3 C6 C11 120.7(3) . . ?
C8 C7 C11 118.6(3) . . ?
N2 C8 C7 123.5(3) . . ?
N2 C9 C10 123.2(3) . . ?
C9 C10 C11 119.3(3) . . ?
C7 C11 C10 118.1(3) . . ?
C7 C11 C6 124.2(3) . . ?
C10 C11 C6 117.6(3) . . ?
O3 C12 O4 124.0(3) . . ?
O3 C12 C13 120.5(3) . . ?
O4 C12 C13 115.5(3) . . ?
C18 C13 C14 119.7(3) . . ?
C18 C13 C12 121.3(3) . . ?
C14 C13 C12 119.0(3) . . ?
C15 C14 C13 119.8(3) . . ?
C16 C15 C14 120.5(3) . . ?
C15 C16 C17 119.7(3) . . ?
C16 C17 C18 120.6(3) . . ?
C13 C18 C17 119.7(3) . . ?
C13 C18 C19 123.6(3) . . ?
C17 C18 C19 116.4(3) . . ?
O1 C19 O2 123.7(3) . . ?
O1 C19 C18 120.0(3) . . ?
O2 C19 C18 116.0(3) . . ?
C20 O6 C20 123(3) 18_546 . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 O4 1.930(2) 8_544 ?
Cu1 O2 1.954(2) . ?
Cu1 N2 2.059(3) 8_545 ?
Cu1 N1 2.074(3) . ?
Cu1 O2 2.401(2) 13_557 ?
O1 C19 1.226(4) . ?
O2 C19 1.302(4) . ?
O2 Cu1 2.401(2) 13_557 ?
O3 C12 1.236(4) . ?
O4 C12 1.285(4) . ?
O4 Cu1 1.930(2) 6 ?
O5 C6 1.216(4) . ?
N1 C1 1.341(4) . ?
N1 C5 1.342(4) . ?
N2 C8 1.339(4) . ?
N2 C9 1.341(4) . ?
N2 Cu1 2.059(3) 6_554 ?
C1 C2 1.379(4) . ?
C2 C3 1.387(5) . ?
C3 C4 1.398(5) . ?
C3 C6 1.492(5) . ?
C4 C5 1.375(5) . ?
C6 C11 1.517(5) . ?
C7 C8 1.381(4) . ?
C7 C11 1.384(5) . ?
C9 C10 1.368(5) . ?
C10 C11 1.391(5) . ?
C12 C13 1.500(4) . ?
C13 C18 1.387(4) . ?
C13 C14 1.396(4) . ?
C14 C15 1.396(4) . ?
C15 C16 1.370(5) . ?
C16 C17 1.389(5) . ?
C17 C18 1.390(4) . ?
C18 C19 1.509(4) . ?
O6 C20 1.49(6) 18_546 ?
O6 C20 1.49(6) . ?
