#------------------------------------------------------------------------------
#$Date: 2016-03-26 00:20:33 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180073 $
#$URL: svn://www.crystallography.net/cod/cif/7/05/19/7051934.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_7051934
loop_
_publ_author_name
'Dobrzańska, Liliana'
'Kleinhans, Dewald J.'
'Barbour, Leonard J.'
_publ_section_title
;
 Influence of the metal-to-ligand ratio on the formation of metal
 organic complexes
;
_journal_issue                   5
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              813
_journal_paper_doi               10.1039/b800720a
_journal_volume                  32
_journal_year                    2008
_chemical_formula_moiety         'C28 H28 Cu N10 O6'
_chemical_formula_sum            'C28 H28 Cu N10 O6'
_chemical_formula_weight         664.14
_chemical_name_common            workdew
_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                 93.632(8)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   14.821(6)
_cell_length_b                   8.908(4)
_cell_length_c                   21.365(9)
_cell_measurement_temperature    100(2)
_cell_volume                     2815(2)
_computing_cell_refinement       'SAINT (Bruker, 2002)'
_computing_data_collection       'SMART (Bruker, 2001)'
_computing_data_reduction        SAINT
_computing_molecular_graphics    'X-Seed (Barbour 2001)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.929
_diffrn_measurement_device_type  'Bruker APEX CCD area-detector'
_diffrn_measurement_method       ω
_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  0.0489
_diffrn_reflns_av_sigmaI/netI    0.0663
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            8521
_diffrn_reflns_theta_full        27.00
_diffrn_reflns_theta_max         28.25
_diffrn_reflns_theta_min         1.91
_exptl_absorpt_coefficient_mu    0.840
_exptl_absorpt_correction_T_max  0.8987
_exptl_absorpt_correction_T_min  0.8635
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Sheldrick, 1997)'
_exptl_crystal_colour            violet
_exptl_crystal_density_diffrn    1.567
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1372
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.13
_refine_diff_density_max         0.799
_refine_diff_density_min         -0.724
_refine_diff_density_rms         0.112
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.177
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     205
_refine_ls_number_reflns         3247
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.177
_refine_ls_R_factor_all          0.0962
_refine_ls_R_factor_gt           0.0785
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0532P)²+12.8329P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1485
_refine_ls_wR_factor_ref         0.1562
_reflns_number_gt                2716
_reflns_number_total             3247
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b800720a.txt
_cod_data_source_block           VI
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               7051934
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 0.0000 0.0000 0.5000 0.01222(19) Uani 1 2 d S . .
N1 N 0.1237(2) 0.0609(4) 0.53240(15) 0.0118(7) Uani 1 1 d . . .
C2 C 0.2067(3) -0.0057(5) 0.52567(18) 0.0166(8) Uani 1 1 d . . .
H2 H 0.2161 -0.0999 0.5062 0.020 Uiso 1 1 calc R . .
C3 C 0.2727(3) 0.0854(5) 0.55141(18) 0.0142(8) Uani 1 1 d . . .
H3 H 0.3360 0.0675 0.5529 0.017 Uiso 1 1 calc R . .
N4 N 0.2305(2) 0.2076(4) 0.57467(15) 0.0119(7) Uani 1 1 d . . .
C5 C 0.1415(3) 0.1892(5) 0.56212(18) 0.0140(8) Uani 1 1 d . . .
H5 H 0.0968 0.2592 0.5731 0.017 Uiso 1 1 calc R . .
C6 C 0.2735(3) 0.3325(5) 0.61002(18) 0.0148(8) Uani 1 1 d . . .
H6A H 0.2374 0.4248 0.6020 0.018 Uiso 1 1 calc R . .
H6B H 0.3344 0.3501 0.5950 0.018 Uiso 1 1 calc R . .
C7 C 0.2817(3) 0.3021(4) 0.67966(18) 0.0136(8) Uani 1 1 d . . .
C8 C 0.3594(3) 0.2375(5) 0.70773(19) 0.0154(8) Uani 1 1 d . . .
H8 H 0.4074 0.2093 0.6827 0.018 Uiso 1 1 calc R . .
C9 C 0.3675(3) 0.2135(5) 0.7723(2) 0.0181(9) Uani 1 1 d . . .
H9 H 0.4210 0.1702 0.7913 0.022 Uiso 1 1 calc R . .
C10 C 0.2972(3) 0.2533(5) 0.80849(19) 0.0186(9) Uani 1 1 d . . .
H10 H 0.3027 0.2371 0.8525 0.022 Uiso 1 1 calc R . .
C11 C 0.2186(3) 0.3168(4) 0.78121(19) 0.0143(8) Uani 1 1 d . . .
C12 C 0.2116(3) 0.3396(4) 0.71670(18) 0.0144(8) Uani 1 1 d . . .
H12 H 0.1578 0.3817 0.6977 0.017 Uiso 1 1 calc R . .
C13 C 0.1419(3) 0.3601(5) 0.82052(19) 0.0192(9) Uani 1 1 d . . .
H13A H 0.1642 0.4322 0.8532 0.023 Uiso 1 1 calc R . .
H13B H 0.0942 0.4106 0.7936 0.023 Uiso 1 1 calc R . .
N14 N 0.1028(2) 0.2286(4) 0.85078(15) 0.0155(7) Uani 1 1 d . . .
C15 C 0.0877(2) 0.2135(5) 0.91183(18) 0.0128(8) Uani 1 1 d . . .
H15 H 0.1051 0.2845 0.9435 0.015 Uiso 1 1 calc R . .
N16 N 0.0453(2) 0.0855(4) 0.92157(15) 0.0121(7) Uani 1 1 d . . .
C17 C 0.0308(3) 0.0199(4) 0.86355(18) 0.0154(8) Uani 1 1 d . . .
H17 H -0.0003 -0.0720 0.8554 0.018 Uiso 1 1 calc R . .
C18 C 0.0677(3) 0.1063(5) 0.81974(19) 0.0165(9) Uani 1 1 d . . .
H18 H 0.0690 0.0858 0.7762 0.020 Uiso 1 1 calc R . .
N19 N -0.0443(2) 0.3794(4) 0.43267(16) 0.0160(7) Uani 1 1 d . . .
O20 O 0.0036(2) 0.2673(3) 0.44604(15) 0.0250(7) Uani 1 1 d . . .
O21 O -0.1194(2) 0.3947(4) 0.45577(15) 0.0269(7) Uani 1 1 d . . .
O22 O -0.0175(2) 0.4761(3) 0.39575(16) 0.0290(8) Uani 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
_geom_angle_publ_flag
N1 Cu1 N1 180.0 . 5_556 ?
N1 Cu1 N16 92.57(13) . 6 ?
N1 Cu1 N16 87.43(13) 5_556 6 ?
N1 Cu1 N16 87.43(13) . 2_556 ?
N1 Cu1 N16 92.57(13) 5_556 2_556 ?
N16 Cu1 N16 180.00(9) 6 2_556 ?
C5 N1 C2 105.6(3) . . ?
C5 N1 Cu1 123.5(3) . . ?
C2 N1 Cu1 130.7(3) . . ?
C3 C2 N1 108.9(4) . . ?
C3 C2 H2 125.6 . . ?
N1 C2 H2 125.6 . . ?
C2 C3 N4 106.8(3) . . ?
C2 C3 H3 126.6 . . ?
N4 C3 H3 126.6 . . ?
C5 N4 C3 107.3(3) . . ?
C5 N4 C6 125.9(3) . . ?
C3 N4 C6 126.7(3) . . ?
N1 C5 N4 111.4(3) . . ?
N1 C5 H5 124.3 . . ?
N4 C5 H5 124.3 . . ?
N4 C6 C7 112.1(3) . . ?
N4 C6 H6A 109.2 . . ?
C7 C6 H6A 109.2 . . ?
N4 C6 H6B 109.2 . . ?
C7 C6 H6B 109.2 . . ?
H6A C6 H6B 107.9 . . ?
C12 C7 C8 119.0(4) . . ?
C12 C7 C6 120.2(4) . . ?
C8 C7 C6 120.9(4) . . ?
C7 C8 C9 120.5(4) . . ?
C7 C8 H8 119.7 . . ?
C9 C8 H8 119.7 . . ?
C10 C9 C8 119.6(4) . . ?
C10 C9 H9 120.2 . . ?
C8 C9 H9 120.2 . . ?
C9 C10 C11 120.7(4) . . ?
C9 C10 H10 119.6 . . ?
C11 C10 H10 119.6 . . ?
C10 C11 C12 118.9(4) . . ?
C10 C11 C13 120.9(4) . . ?
C12 C11 C13 120.2(4) . . ?
C7 C12 C11 121.3(4) . . ?
C7 C12 H12 119.4 . . ?
C11 C12 H12 119.4 . . ?
N14 C13 C11 111.9(3) . . ?
N14 C13 H13A 109.2 . . ?
C11 C13 H13A 109.2 . . ?
N14 C13 H13B 109.2 . . ?
C11 C13 H13B 109.2 . . ?
H13A C13 H13B 107.9 . . ?
C15 N14 C18 108.1(3) . . ?
C15 N14 C13 126.8(4) . . ?
C18 N14 C13 124.8(3) . . ?
N16 C15 N14 110.4(4) . . ?
N16 C15 H15 124.8 . . ?
N14 C15 H15 124.8 . . ?
C15 N16 C17 105.8(3) . . ?
C15 N16 Cu1 130.5(3) . 2_556 ?
C17 N16 Cu1 123.6(3) . 2_556 ?
C18 C17 N16 109.6(3) . . ?
C18 C17 H17 125.2 . . ?
N16 C17 H17 125.2 . . ?
C17 C18 N14 106.1(3) . . ?
C17 C18 H18 127.0 . . ?
N14 C18 H18 127.0 . . ?
O20 N19 O22 119.8(3) . . ?
O20 N19 O21 120.3(4) . . ?
O22 N19 O21 120.0(3) . . ?
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 N1 1.994(3) . ?
Cu1 N1 1.994(3) 5_556 ?
Cu1 N16 1.995(3) 6 ?
Cu1 N16 1.995(3) 2_556 ?
N1 C5 1.325(5) . ?
N1 C2 1.382(5) . ?
C2 C3 1.361(6) . ?
C2 H2 0.9500 . ?
C3 N4 1.365(5) . ?
C3 H3 0.9500 . ?
N4 C5 1.339(5) . ?
N4 C6 1.468(5) . ?
C5 H5 0.9500 . ?
C6 C7 1.510(5) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 C12 1.386(6) . ?
C7 C8 1.389(6) . ?
C8 C9 1.393(6) . ?
C8 H8 0.9500 . ?
C9 C10 1.382(6) . ?
C9 H9 0.9500 . ?
C10 C11 1.389(6) . ?
C10 H10 0.9500 . ?
C11 C12 1.390(5) . ?
C11 C13 1.506(6) . ?
C12 H12 0.9500 . ?
C13 N14 1.474(5) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
N14 C15 1.344(5) . ?
N14 C18 1.361(5) . ?
C15 N16 1.324(5) . ?
C15 H15 0.9500 . ?
N16 C17 1.375(5) . ?
N16 Cu1 1.995(3) 2_556 ?
C17 C18 1.354(6) . ?
C17 H17 0.9500 . ?
C18 H18 0.9500 . ?
N19 O20 1.248(4) . ?
N19 O22 1.251(4) . ?
N19 O21 1.253(4) . ?
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N16 Cu1 N1 C5 140.1(3) 6 . . . ?
N16 Cu1 N1 C5 -39.9(3) 2_556 . . . ?
N16 Cu1 N1 C2 -33.8(4) 6 . . . ?
N16 Cu1 N1 C2 146.2(4) 2_556 . . . ?
C5 N1 C2 C3 -0.4(4) . . . . ?
Cu1 N1 C2 C3 174.4(3) . . . . ?
N1 C2 C3 N4 0.7(4) . . . . ?
C2 C3 N4 C5 -0.7(4) . . . . ?
C2 C3 N4 C6 176.2(3) . . . . ?
C2 N1 C5 N4 -0.1(4) . . . . ?
Cu1 N1 C5 N4 -175.3(2) . . . . ?
C3 N4 C5 N1 0.5(4) . . . . ?
C6 N4 C5 N1 -176.4(3) . . . . ?
C5 N4 C6 C7 87.9(5) . . . . ?
C3 N4 C6 C7 -88.5(5) . . . . ?
N4 C6 C7 C12 -87.9(4) . . . . ?
N4 C6 C7 C8 92.6(4) . . . . ?
C12 C7 C8 C9 -1.3(6) . . . . ?
C6 C7 C8 C9 178.2(4) . . . . ?
C7 C8 C9 C10 0.6(6) . . . . ?
C8 C9 C10 C11 0.0(6) . . . . ?
C9 C10 C11 C12 0.1(6) . . . . ?
C9 C10 C11 C13 179.9(4) . . . . ?
C8 C7 C12 C11 1.4(6) . . . . ?
C6 C7 C12 C11 -178.1(4) . . . . ?
C10 C11 C12 C7 -0.8(6) . . . . ?
C13 C11 C12 C7 179.3(4) . . . . ?
C10 C11 C13 N14 -63.5(5) . . . . ?
C12 C11 C13 N14 116.4(4) . . . . ?
C11 C13 N14 C15 129.2(4) . . . . ?
C11 C13 N14 C18 -57.3(5) . . . . ?
C18 N14 C15 N16 0.7(4) . . . . ?
C13 N14 C15 N16 175.0(4) . . . . ?
N14 C15 N16 C17 -1.8(4) . . . . ?
N14 C15 N16 Cu1 -177.6(3) . . . 2_556 ?
C15 N16 C17 C18 2.3(4) . . . . ?
Cu1 N16 C17 C18 178.5(3) 2_556 . . . ?
N16 C17 C18 N14 -1.9(4) . . . . ?
C15 N14 C18 C17 0.7(4) . . . . ?
C13 N14 C18 C17 -173.8(4) . . . . ?
