#------------------------------------------------------------------------------
#$Date: 2016-03-26 00:20:33 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180073 $
#$URL: svn://www.crystallography.net/cod/cif/7/05/19/7051929.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_7051929
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 Cl4 Cu2 N8'
_chemical_formula_sum            'C28 H28 Cl4 Cu2 N8'
_chemical_formula_weight         745.46
_chemical_name_common            CCl85d23min
_chemical_name_systematic
;
?
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/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                 98.604(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   9.0726(13)
_cell_length_b                   7.3982(11)
_cell_length_c                   22.319(3)
_cell_measurement_temperature    100(2)
_cell_volume                     1481.2(4)
_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 0.996
_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  0.0408
_diffrn_reflns_av_sigmaI/netI    0.0544
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            8203
_diffrn_reflns_theta_full        27.00
_diffrn_reflns_theta_max         28.30
_diffrn_reflns_theta_min         1.85
_exptl_absorpt_coefficient_mu    1.832
_exptl_absorpt_correction_T_max  0.7429
_exptl_absorpt_correction_T_min  0.5632
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Sheldrick, 1997)'
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.671
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             756
_exptl_crystal_size_max          0.34
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.16
_refine_diff_density_max         0.784
_refine_diff_density_min         -0.674
_refine_diff_density_rms         0.128
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.114
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     190
_refine_ls_number_reflns         3413
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.114
_refine_ls_R_factor_all          0.0665
_refine_ls_R_factor_gt           0.0532
_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)+(0.0519P)²+1.4279P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1098
_refine_ls_wR_factor_ref         0.1151
_reflns_number_gt                2835
_reflns_number_total             3413
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b800720a.txt
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      P21/c
_cod_database_code               7051929
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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 0.11548(5) 0.92761(6) 0.446910(19) 0.01102(14) Uani 1 1 d . . .
Cl1 Cl 0.15174(10) 0.70057(13) 0.37779(4) 0.0158(2) Uani 1 1 d . . .
Cl2 Cl -0.12365(9) 0.80975(12) 0.49437(4) 0.01332(19) Uani 1 1 d . . .
N1 N 0.0089(3) 0.9433(4) 0.61960(13) 0.0130(6) Uani 1 1 d . . .
N3 N 0.0814(3) 0.7477(4) 0.69231(13) 0.0101(6) Uani 1 1 d . . .
N14 N 0.4082(3) 0.5954(4) 0.55401(13) 0.0116(6) Uani 1 1 d . . .
N16 N 0.2670(3) 0.8095(4) 0.50747(13) 0.0121(6) Uani 1 1 d . . .
C2 C -0.0150(4) 0.7809(5) 0.64178(16) 0.0133(7) Uani 1 1 d . . .
H2 H -0.0901 0.6993 0.6242 0.016 Uiso 1 1 calc R . .
C4 C 0.1751(4) 0.8948(5) 0.70220(16) 0.0124(7) Uani 1 1 d . . .
H4 H 0.2563 0.9090 0.7340 0.015 Uiso 1 1 calc R . .
C5 C 0.1280(4) 1.0163(5) 0.65722(16) 0.0142(8) Uani 1 1 d . . .
H5 H 0.1705 1.1320 0.6527 0.017 Uiso 1 1 calc R . .
C6 C 0.0985(4) 0.5781(5) 0.72602(16) 0.0120(7) Uani 1 1 d . . .
H6A H 0.0077 0.5037 0.7152 0.014 Uiso 1 1 calc R . .
H6B H 0.1101 0.6039 0.7700 0.014 Uiso 1 1 calc R . .
C7 C 0.2328(4) 0.4736(5) 0.71210(16) 0.0114(7) Uani 1 1 d . . .
C8 C 0.3097(4) 0.3558(5) 0.75439(16) 0.0140(7) Uani 1 1 d . . .
H8 H 0.2790 0.3424 0.7930 0.017 Uiso 1 1 calc R . .
C9 C 0.4312(4) 0.2578(5) 0.74061(17) 0.0152(8) Uani 1 1 d . . .
H9 H 0.4831 0.1782 0.7698 0.018 Uiso 1 1 calc R . .
C10 C 0.4767(4) 0.2761(5) 0.68395(17) 0.0135(7) Uani 1 1 d . . .
H10 H 0.5592 0.2087 0.6744 0.016 Uiso 1 1 calc R . .
C11 C 0.4003(4) 0.3940(5) 0.64149(16) 0.0118(7) Uani 1 1 d . . .
C12 C 0.2787(4) 0.4884(5) 0.65534(16) 0.0108(7) Uani 1 1 d . . .
H12 H 0.2251 0.5651 0.6256 0.013 Uiso 1 1 calc R . .
C13 C 0.4503(4) 0.4172(5) 0.57987(16) 0.0135(7) Uani 1 1 d . . .
H13A H 0.5599 0.4030 0.5842 0.016 Uiso 1 1 calc R . .
H13B H 0.4042 0.3219 0.5520 0.016 Uiso 1 1 calc R . .
C15 C 0.2838(4) 0.6337(5) 0.51524(15) 0.0129(7) Uani 1 1 d . . .
H15 H 0.2168 0.5455 0.4960 0.015 Uiso 1 1 calc R . .
C17 C 0.3866(4) 0.8886(5) 0.54392(17) 0.0165(8) Uani 1 1 d . . .
H17 H 0.4044 1.0148 0.5483 0.020 Uiso 1 1 calc R . .
C18 C 0.4745(4) 0.7565(5) 0.57241(18) 0.0189(8) Uani 1 1 d . . .
H18 H 0.5644 0.7726 0.5998 0.023 Uiso 1 1 calc R . .
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'
Cl Cl 0.1484 0.1585 '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 N16 171.06(12) 3_576 . ?
N1 Cu1 Cl1 88.41(9) 3_576 . ?
N16 Cu1 Cl1 88.94(9) . . ?
N1 Cu1 Cl2 89.21(9) 3_576 3_576 ?
N16 Cu1 Cl2 91.35(9) . 3_576 ?
Cl1 Cu1 Cl2 166.24(4) . 3_576 ?
N1 Cu1 Cl2 92.81(9) 3_576 . ?
N16 Cu1 Cl2 96.11(9) . . ?
Cl1 Cu1 Cl2 103.17(3) . . ?
Cl2 Cu1 Cl2 90.48(3) 3_576 . ?
Cu1 Cl2 Cu1 89.52(3) 3_576 . ?
C2 N1 C5 106.5(3) . . ?
C2 N1 Cu1 127.7(2) . 3_576 ?
C5 N1 Cu1 125.3(3) . 3_576 ?
C2 N3 C4 107.4(3) . . ?
C2 N3 C6 126.6(3) . . ?
C4 N3 C6 125.5(3) . . ?
C15 N14 C18 107.3(3) . . ?
C15 N14 C13 125.9(3) . . ?
C18 N14 C13 125.9(3) . . ?
C15 N16 C17 105.9(3) . . ?
C15 N16 Cu1 125.4(3) . . ?
C17 N16 Cu1 128.1(3) . . ?
N1 C2 N3 110.8(3) . . ?
N1 C2 H2 124.6 . . ?
N3 C2 H2 124.6 . . ?
C5 C4 N3 106.5(3) . . ?
C5 C4 H4 126.7 . . ?
N3 C4 H4 126.7 . . ?
C4 C5 N1 108.7(3) . . ?
C4 C5 H5 125.7 . . ?
N1 C5 H5 125.7 . . ?
N3 C6 C7 111.1(3) . . ?
N3 C6 H6A 109.4 . . ?
C7 C6 H6A 109.4 . . ?
N3 C6 H6B 109.4 . . ?
C7 C6 H6B 109.4 . . ?
H6A C6 H6B 108.0 . . ?
C8 C7 C12 118.5(3) . . ?
C8 C7 C6 121.1(3) . . ?
C12 C7 C6 120.3(3) . . ?
C9 C8 C7 120.6(3) . . ?
C9 C8 H8 119.7 . . ?
C7 C8 H8 119.7 . . ?
C8 C9 C10 120.1(3) . . ?
C8 C9 H9 119.9 . . ?
C10 C9 H9 119.9 . . ?
C11 C10 C9 119.5(3) . . ?
C11 C10 H10 120.3 . . ?
C9 C10 H10 120.3 . . ?
C12 C11 C10 119.9(3) . . ?
C12 C11 C13 120.2(3) . . ?
C10 C11 C13 120.0(3) . . ?
C11 C12 C7 121.4(3) . . ?
C11 C12 H12 119.3 . . ?
C7 C12 H12 119.3 . . ?
N14 C13 C11 111.2(3) . . ?
N14 C13 H13A 109.4 . . ?
C11 C13 H13A 109.4 . . ?
N14 C13 H13B 109.4 . . ?
C11 C13 H13B 109.4 . . ?
H13A C13 H13B 108.0 . . ?
N16 C15 N14 111.2(3) . . ?
N16 C15 H15 124.4 . . ?
N14 C15 H15 124.4 . . ?
C18 C17 N16 108.9(3) . . ?
C18 C17 H17 125.5 . . ?
N16 C17 H17 125.5 . . ?
C17 C18 N14 106.6(3) . . ?
C17 C18 H18 126.7 . . ?
N14 C18 H18 126.7 . . ?
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 1.971(3) 3_576 ?
Cu1 N16 1.981(3) . ?
Cu1 Cl1 2.3369(10) . ?
Cu1 Cl2 2.3387(10) 3_576 ?
Cu1 Cl2 2.6975(10) . ?
Cl2 Cu1 2.3387(10) 3_576 ?
N1 C2 1.330(5) . ?
N1 C5 1.376(5) . ?
N1 Cu1 1.971(3) 3_576 ?
N3 C2 1.342(4) . ?
N3 C4 1.378(5) . ?
N3 C6 1.460(4) . ?
N14 C15 1.345(4) . ?
N14 C18 1.370(5) . ?
N14 C13 1.467(5) . ?
N16 C15 1.318(5) . ?
N16 C17 1.385(5) . ?
C2 H2 0.9500 . ?
C4 C5 1.368(5) . ?
C4 H4 0.9500 . ?
C5 H5 0.9500 . ?
C6 C7 1.514(5) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 C8 1.393(5) . ?
C7 C12 1.396(5) . ?
C8 C9 1.391(5) . ?
C8 H8 0.9500 . ?
C9 C10 1.395(5) . ?
C9 H9 0.9500 . ?
C10 C11 1.394(5) . ?
C10 H10 0.9500 . ?
C11 C12 1.379(5) . ?
C11 C13 1.521(5) . ?
C12 H12 0.9500 . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C15 H15 0.9500 . ?
C17 C18 1.358(5) . ?
C17 H17 0.9500 . ?
C18 H18 0.9500 . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
C6 H6a Cl1 3_566 0.990 2.79 3.633(4) 143
C6 H6b Cl1 4_576 0.990 2.78 3.728(4) 160
C13 H13a Cl1 3_666 0.990 2.74 3.697(4) 164
C13 H13b Cl2 3_566 0.990 2.78 3.589(4) 140
C15 H15 Cl2 3_566 0.950 2.78 3.582(4) 143
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
N1 Cu1 Cl2 Cu1 -89.23(9) 3_576 . . 3_576 ?
N16 Cu1 Cl2 Cu1 91.41(9) . . . 3_576 ?
Cl1 Cu1 Cl2 Cu1 -178.25(4) . . . 3_576 ?
Cl2 Cu1 Cl2 Cu1 0.0 3_576 . . 3_576 ?
Cl1 Cu1 N16 C15 -38.6(3) . . . . ?
Cl2 Cu1 N16 C15 155.1(3) 3_576 . . . ?
Cl2 Cu1 N16 C15 64.5(3) . . . . ?
Cl1 Cu1 N16 C17 132.1(3) . . . . ?
Cl2 Cu1 N16 C17 -34.1(3) 3_576 . . . ?
Cl2 Cu1 N16 C17 -124.7(3) . . . . ?
C5 N1 C2 N3 1.1(4) . . . . ?
Cu1 N1 C2 N3 -171.3(2) 3_576 . . . ?
C4 N3 C2 N1 -1.8(4) . . . . ?
C6 N3 C2 N1 -173.9(3) . . . . ?
C2 N3 C4 C5 1.7(4) . . . . ?
C6 N3 C4 C5 174.0(3) . . . . ?
N3 C4 C5 N1 -1.1(4) . . . . ?
C2 N1 C5 C4 0.1(4) . . . . ?
Cu1 N1 C5 C4 172.6(2) 3_576 . . . ?
C2 N3 C6 C7 101.5(4) . . . . ?
C4 N3 C6 C7 -69.3(4) . . . . ?
N3 C6 C7 C8 152.0(3) . . . . ?
N3 C6 C7 C12 -30.5(5) . . . . ?
C12 C7 C8 C9 1.1(5) . . . . ?
C6 C7 C8 C9 178.7(3) . . . . ?
C7 C8 C9 C10 -0.3(6) . . . . ?
C8 C9 C10 C11 0.4(6) . . . . ?
C9 C10 C11 C12 -1.4(5) . . . . ?
C9 C10 C11 C13 179.1(3) . . . . ?
C10 C11 C12 C7 2.3(5) . . . . ?
C13 C11 C12 C7 -178.2(3) . . . . ?
C8 C7 C12 C11 -2.1(5) . . . . ?
C6 C7 C12 C11 -179.7(3) . . . . ?
C15 N14 C13 C11 -94.4(4) . . . . ?
C18 N14 C13 C11 74.0(4) . . . . ?
C12 C11 C13 N14 26.9(5) . . . . ?
C10 C11 C13 N14 -153.6(3) . . . . ?
C17 N16 C15 N14 -0.7(4) . . . . ?
Cu1 N16 C15 N14 171.7(2) . . . . ?
C18 N14 C15 N16 0.4(4) . . . . ?
C13 N14 C15 N16 170.6(3) . . . . ?
C15 N16 C17 C18 0.8(4) . . . . ?
Cu1 N16 C17 C18 -171.3(3) . . . . ?
N16 C17 C18 N14 -0.6(4) . . . . ?
C15 N14 C18 C17 0.2(4) . . . . ?
C13 N14 C18 C17 -170.0(3) . . . . ?
