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#$Date: 2016-03-26 00:20:33 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180073 $
#$URL: svn://www.crystallography.net/cod/cif/7/05/19/7051931.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_7051931
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_sum            'C28 H32 Br2 Cu N8 O2'
_chemical_formula_weight         735.98
_chemical_name_common            work
_chemical_name_systematic
;
?
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                75.252(4)
_cell_angle_beta                 67.904(4)
_cell_angle_gamma                80.906(4)
_cell_formula_units_Z            1
_cell_length_a                   8.683(2)
_cell_length_b                   8.762(2)
_cell_length_c                   10.844(2)
_cell_measurement_reflns_used    1113
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      21.243
_cell_measurement_theta_min      2.410
_cell_volume                     737.5(3)
_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 0.991
_diffrn_measured_fraction_theta_max 0.922
_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  0.0632
_diffrn_reflns_av_sigmaI/netI    0.0936
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            8492
_diffrn_reflns_theta_full        27.00
_diffrn_reflns_theta_max         28.27
_diffrn_reflns_theta_min         2.07
_exptl_absorpt_coefficient_mu    3.491
_exptl_absorpt_correction_T_max  0.7599
_exptl_absorpt_correction_T_min  0.5664
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Sheldrick, 1997)'
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.657
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             371
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.835
_refine_diff_density_min         -0.661
_refine_diff_density_rms         0.135
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.020
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     195
_refine_ls_number_reflns         3382
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      1.020
_refine_ls_R_factor_all          0.0853
_refine_ls_R_factor_gt           0.0542
_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)+(0.0416P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0970
_refine_ls_wR_factor_ref         0.1063
_reflns_number_gt                2466
_reflns_number_total             3382
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b800720a.txt
_cod_data_source_block           III
_cod_original_cell_volume        737.4(3)
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7051931
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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 0.5000 0.5000 0.5000 0.01325(19) Uani 1 2 d S . .
C14 C 0.0935(6) 0.6859(6) -0.0298(5) 0.0189(11) Uani 1 1 d . . .
H14A H 0.0365 0.6111 0.0555 0.023 Uiso 1 1 calc R . .
H14B H 0.0120 0.7300 -0.0758 0.023 Uiso 1 1 calc R . .
N15 N 0.2323(4) 0.5997(4) -0.1185(4) 0.0134(8) Uani 1 1 d . . .
N4 N 0.2154(5) 0.8953(4) 0.3787(4) 0.0141(8) Uani 1 1 d . . .
N18 N 0.4118(5) 0.5289(4) -0.3047(4) 0.0152(8) Uani 1 1 d . . .
N2 N 0.3898(5) 0.7118(4) 0.4432(3) 0.0135(8) Uani 1 1 d . . .
C19 C 0.2718(6) 0.6136(5) -0.2517(5) 0.0162(10) Uani 1 1 d . . .
H19 H 0.2076 0.6766 -0.3028 0.019 Uiso 1 1 calc R . .
C7 C 0.0840(6) 0.9664(5) 0.3211(5) 0.0166(10) Uani 1 1 d . . .
H7A H 0.0574 1.0783 0.3293 0.020 Uiso 1 1 calc R . .
H7B H -0.0185 0.9092 0.3728 0.020 Uiso 1 1 calc R . .
C10 C 0.1501(6) 0.8184(5) 0.0046(5) 0.0156(10) Uani 1 1 d . . .
C6 C 0.4408(6) 0.8572(5) 0.4306(5) 0.0169(10) Uani 1 1 d . . .
H6 H 0.5353 0.8749 0.4478 0.020 Uiso 1 1 calc R . .
C13 C 0.2524(6) 1.0611(5) 0.0729(5) 0.0201(11) Uani 1 1 d . . .
H13 H 0.2885 1.1436 0.0957 0.024 Uiso 1 1 calc R . .
C16 C 0.3532(6) 0.5001(6) -0.0807(5) 0.0210(11) Uani 1 1 d . . .
H16 H 0.3591 0.4680 0.0080 0.025 Uiso 1 1 calc R . .
C11 C 0.2604(6) 0.9241(6) -0.0949(5) 0.0220(11) Uani 1 1 d . . .
H11 H 0.3017 0.9130 -0.1869 0.026 Uiso 1 1 calc R . .
C9 C 0.0911(6) 0.8366(5) 0.1384(5) 0.0170(10) Uani 1 1 d . . .
H9 H 0.0149 0.7656 0.2070 0.020 Uiso 1 1 calc R . .
C3 C 0.2531(6) 0.7395(5) 0.4119(4) 0.0160(10) Uani 1 1 d . . .
H3 H 0.1902 0.6596 0.4128 0.019 Uiso 1 1 calc R . .
C17 C 0.4617(6) 0.4571(6) -0.1952(5) 0.0197(11) Uani 1 1 d . . .
H17 H 0.5585 0.3876 -0.2000 0.024 Uiso 1 1 calc R . .
C5 C 0.3338(6) 0.9728(5) 0.3894(5) 0.0198(11) Uani 1 1 d . . .
H5 H 0.3402 1.0840 0.3717 0.024 Uiso 1 1 calc R . .
C12 C 0.3103(6) 1.0445(6) -0.0616(5) 0.0228(11) Uani 1 1 d . . .
H12 H 0.3847 1.1166 -0.1307 0.027 Uiso 1 1 calc R . .
C8 C 0.1420(6) 0.9573(5) 0.1739(5) 0.0172(10) Uani 1 1 d . . .
Br21 Br 0.88814(6) 0.60248(6) 0.69817(5) 0.01772(15) Uani 1 1 d . . .
O20 O 0.7627(4) 0.6272(4) 0.4448(3) 0.0199(7) Uani 1 1 d D . .
H20A H 0.799(5) 0.628(6) 0.521(3) 0.038(16) Uiso 1 1 d D . .
H20B H 0.853(5) 0.568(8) 0.384(5) 0.10(3) Uiso 1 1 d 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'
Cu Cu 0.3201 1.2651 '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'
Br Br -0.2901 2.4595 '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
N2 Cu1 N2 180.000(1) . 2_666 ?
N2 Cu1 N18 90.17(14) . 2_665 ?
N2 Cu1 N18 89.83(14) 2_666 2_665 ?
N2 Cu1 N18 89.83(14) . 1_556 ?
N2 Cu1 N18 90.17(14) 2_666 1_556 ?
N18 Cu1 N18 180.0 2_665 1_556 ?
N15 C14 C10 112.4(4) . . ?
N15 C14 H14A 109.1 . . ?
C10 C14 H14A 109.1 . . ?
N15 C14 H14B 109.1 . . ?
C10 C14 H14B 109.1 . . ?
H14A C14 H14B 107.8 . . ?
C19 N15 C16 107.5(4) . . ?
C19 N15 C14 126.5(4) . . ?
C16 N15 C14 125.8(4) . . ?
C3 N4 C5 107.7(4) . . ?
C3 N4 C7 124.6(4) . . ?
C5 N4 C7 127.1(4) . . ?
C19 N18 C17 104.3(4) . . ?
C19 N18 Cu1 123.8(3) . 1_554 ?
C17 N18 Cu1 131.4(3) . 1_554 ?
C3 N2 C6 106.2(4) . . ?
C3 N2 Cu1 127.2(3) . . ?
C6 N2 Cu1 126.6(3) . . ?
N18 C19 N15 112.0(4) . . ?
N18 C19 H19 124.0 . . ?
N15 C19 H19 124.0 . . ?
N4 C7 C8 110.1(4) . . ?
N4 C7 H7A 109.6 . . ?
C8 C7 H7A 109.6 . . ?
N4 C7 H7B 109.6 . . ?
C8 C7 H7B 109.6 . . ?
H7A C7 H7B 108.2 . . ?
C9 C10 C11 118.8(4) . . ?
C9 C10 C14 119.6(4) . . ?
C11 C10 C14 121.5(4) . . ?
C5 C6 N2 109.2(4) . . ?
C5 C6 H6 125.4 . . ?
N2 C6 H6 125.4 . . ?
C8 C13 C12 120.1(4) . . ?
C8 C13 H13 120.0 . . ?
C12 C13 H13 120.0 . . ?
C17 C16 N15 106.0(4) . . ?
C17 C16 H16 127.0 . . ?
N15 C16 H16 127.0 . . ?
C12 C11 C10 120.7(4) . . ?
C12 C11 H11 119.6 . . ?
C10 C11 H11 119.6 . . ?
C10 C9 C8 121.1(4) . . ?
C10 C9 H9 119.5 . . ?
C8 C9 H9 119.5 . . ?
N2 C3 N4 111.0(4) . . ?
N2 C3 H3 124.5 . . ?
N4 C3 H3 124.5 . . ?
C16 C17 N18 110.2(4) . . ?
C16 C17 H17 124.9 . . ?
N18 C17 H17 124.9 . . ?
C6 C5 N4 105.9(4) . . ?
C6 C5 H5 127.1 . . ?
N4 C5 H5 127.1 . . ?
C11 C12 C13 120.2(4) . . ?
C11 C12 H12 119.9 . . ?
C13 C12 H12 119.9 . . ?
C13 C8 C9 119.0(4) . . ?
C13 C8 C7 121.5(4) . . ?
C9 C8 C7 119.4(4) . . ?
H20A O20 H20B 106(4) . . ?
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 N2 2.009(4) . ?
Cu1 N2 2.009(4) 2_666 ?
Cu1 N18 2.031(4) 2_665 ?
Cu1 N18 2.031(4) 1_556 ?
C14 N15 1.469(6) . ?
C14 C10 1.506(6) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
N15 C19 1.330(5) . ?
N15 C16 1.372(6) . ?
N4 C3 1.341(6) . ?
N4 C5 1.372(6) . ?
N4 C7 1.481(6) . ?
N18 C19 1.329(6) . ?
N18 C17 1.384(6) . ?
N18 Cu1 2.031(4) 1_554 ?
N2 C3 1.324(6) . ?
N2 C6 1.372(6) . ?
C19 H19 0.9500 . ?
C7 C8 1.502(6) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C10 C9 1.388(6) . ?
C10 C11 1.390(6) . ?
C6 C5 1.369(6) . ?
C6 H6 0.9500 . ?
C13 C8 1.386(7) . ?
C13 C12 1.391(6) . ?
C13 H13 0.9500 . ?
C16 C17 1.348(6) . ?
C16 H16 0.9500 . ?
C11 C12 1.373(7) . ?
C11 H11 0.9500 . ?
C9 C8 1.394(6) . ?
C9 H9 0.9500 . ?
C3 H3 0.9500 . ?
C17 H17 0.9500 . ?
C5 H5 0.9500 . ?
C12 H12 0.9500 . ?
O20 H20A 0.99(4) . ?
O20 H20B 0.99(6) . ?
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
O20 H20a Br21 1_555 0.99(4) 2.28(4) 3.264(3) 174(4)
O20 H20b Br21 2_766 0.99(6) 2.49(6) 3.431(4) 160(4)
C7 H7a Br21 2_676 0.99 2.83 3.771(5) 158
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
C10 C14 N15 C19 -103.1(5) . . . . ?
C10 C14 N15 C16 71.0(6) . . . . ?
N18 Cu1 N2 C3 74.6(4) 2_665 . . . ?
N18 Cu1 N2 C3 -105.4(4) 1_556 . . . ?
N18 Cu1 N2 C6 -106.2(4) 2_665 . . . ?
N18 Cu1 N2 C6 73.8(4) 1_556 . . . ?
C17 N18 C19 N15 0.2(5) . . . . ?
Cu1 N18 C19 N15 173.1(3) 1_554 . . . ?
C16 N15 C19 N18 0.0(5) . . . . ?
C14 N15 C19 N18 175.0(4) . . . . ?
C3 N4 C7 C8 -75.2(5) . . . . ?
C5 N4 C7 C8 94.7(5) . . . . ?
N15 C14 C10 C9 -133.7(4) . . . . ?
N15 C14 C10 C11 46.5(6) . . . . ?
C3 N2 C6 C5 -0.8(5) . . . . ?
Cu1 N2 C6 C5 179.8(3) . . . . ?
C19 N15 C16 C17 -0.3(5) . . . . ?
C14 N15 C16 C17 -175.3(4) . . . . ?
C9 C10 C11 C12 0.0(7) . . . . ?
C14 C10 C11 C12 179.9(4) . . . . ?
C11 C10 C9 C8 -0.6(7) . . . . ?
C14 C10 C9 C8 179.5(4) . . . . ?
C6 N2 C3 N4 0.6(5) . . . . ?
Cu1 N2 C3 N4 179.9(3) . . . . ?
C5 N4 C3 N2 -0.1(5) . . . . ?
C7 N4 C3 N2 171.4(4) . . . . ?
N15 C16 C17 N18 0.4(5) . . . . ?
C19 N18 C17 C16 -0.4(5) . . . . ?
Cu1 N18 C17 C16 -172.5(3) 1_554 . . . ?
N2 C6 C5 N4 0.8(5) . . . . ?
C3 N4 C5 C6 -0.4(5) . . . . ?
C7 N4 C5 C6 -171.7(4) . . . . ?
C10 C11 C12 C13 0.7(7) . . . . ?
C8 C13 C12 C11 -0.9(8) . . . . ?
C12 C13 C8 C9 0.3(7) . . . . ?
C12 C13 C8 C7 176.7(4) . . . . ?
C10 C9 C8 C13 0.5(7) . . . . ?
C10 C9 C8 C7 -176.0(4) . . . . ?
N4 C7 C8 C13 -77.5(5) . . . . ?
N4 C7 C8 C9 98.9(5) . . . . ?
