#------------------------------------------------------------------------------
#$Date: 2016-03-24 02:20:24 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179573 $
#$URL: svn://www.crystallography.net/cod/cif/4/50/38/4503811.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_4503811
loop_
_publ_author_name
'Karabach, Yauhen Y.'
'Kirillov, Alexander M.'
'Haukka, Matti'
'Sanchiz, Joaquin'
'Kopylovich, Maximilian N.'
'Pombeiro, Armando J. L.'
_publ_section_title
;
 Multicopper(II) Pyromellitate Compounds: Self-Assembly Synthesis,
 Structural Topologies, and Magnetic Features
;
_journal_issue                   11
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              4100
_journal_paper_doi               10.1021/cg8005597
_journal_volume                  8
_journal_year                    2008
_chemical_formula_moiety         'C7 H13 Cu N2 O5'
_chemical_formula_sum            'C7 H13 Cu N2 O5'
_chemical_formula_weight         268.73
_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   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                100.595(2)
_cell_angle_beta                 93.595(2)
_cell_angle_gamma                115.240(2)
_cell_formula_units_Z            2
_cell_length_a                   7.5307(2)
_cell_length_b                   8.7478(3)
_cell_length_c                   8.7673(4)
_cell_measurement_reflns_used    2186
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      1.00
_cell_volume                     507.01(3)
_computing_cell_refinement       'Denzo/Scalepack (Otwinowski & Minor, 1997)'
_computing_data_collection       'Collect (Nonius BV, 1997-2000)'
_computing_data_reduction        'Denzo/Scalepack (Otwinowski & Minor, 1997)'
_computing_molecular_graphics    'Diamond v.3.1a (Crystal Impact GbR, 2005)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SIR97 (Altomare et al., 1997)'
_diffrn_ambient_temperature      120(2)
_diffrn_detector_area_resol_mean 9
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device       '95mm CCD camera on κ-goniostat'
_diffrn_measurement_device_type  'Nonius KappaCCD'
_diffrn_measurement_method       'φ scans and ω scans with κ offset'
_diffrn_radiation_monochromator  'horizontally mounted graphite crystal'
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0339
_diffrn_reflns_av_sigmaI/netI    0.0350
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            9734
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         3.00
_exptl_absorpt_coefficient_mu    2.158
_exptl_absorpt_correction_T_max  0.7638
_exptl_absorpt_correction_T_min  0.6673
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS v.2.10 (Sheldrick, 2003)'
_exptl_crystal_colour            'pale blue'
_exptl_crystal_density_diffrn    1.760
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             276
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.13
_refine_diff_density_max         0.484
_refine_diff_density_min         -0.750
_refine_diff_density_rms         0.103
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.055
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     141
_refine_ls_number_reflns         2329
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.055
_refine_ls_R_factor_all          0.0446
_refine_ls_R_factor_gt           0.0329
_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)+(0.0427P)²+0.8723P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0844
_refine_ls_wR_factor_ref         0.0914
_reflns_number_gt                1923
_reflns_number_total             2329
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg8005597_si_002.cif
_cod_data_source_block           2
_cod_database_code               4503811
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
Cu1 Cu 0.5000 0.0000 0.0000 0.01153(14) Uani 1 2 d S
Cu2 Cu 1.0000 0.5000 1.0000 0.00962(13) Uani 1 2 d S
O1 O 0.7291(3) 0.0360(2) 0.1596(2) 0.0145(4) Uani 1 1 d .
N2 N 0.3436(3) 0.0330(3) 0.1690(3) 0.0140(5) Uani 1 1 d .
H2A H 0.2335 -0.0732 0.1722 0.021 Uiso 1 1 d R
H2B H 0.2880 0.1072 0.1355 0.021 Uiso 1 1 d R
O3 O 0.6998(3) -0.2348(3) 0.1085(2) 0.0169(4) Uani 1 1 d .
O4 O 1.2011(3) 0.4659(2) 0.6862(2) 0.0175(4) Uani 1 1 d .
O5 O 0.9687(3) 0.3118(2) 0.8181(2) 0.0108(4) Uani 1 1 d .
N6 N 1.1037(3) 0.3801(3) 1.1316(3) 0.0130(5) Uani 1 1 d .
H6A H 1.1786 0.3360 1.0561 0.020 Uiso 1 1 d R
H6B H 0.9981 0.3038 1.1563 0.020 Uiso 1 1 d R
O7 O 0.6654(3) 0.3099(2) 1.0349(2) 0.0126(4) Uani 1 1 d .
H7O H 0.5550 0.3040 0.9862 0.019 Uiso 1 1 d R
H7P H 0.6944 0.3815 1.1322 0.019 Uiso 1 1 d R
C1 C 0.4419(4) 0.1206(4) 0.3327(3) 0.0189(6) Uani 1 1 d .
H1A H 0.4893 0.0473 0.3771 0.028 Uiso 1 1 calc R
H1B H 0.3468 0.1405 0.3949 0.028 Uiso 1 1 calc R
H1C H 0.5548 0.2323 0.3349 0.028 Uiso 1 1 calc R
C2 C 0.7657(4) -0.0849(3) 0.1921(3) 0.0102(5) Uani 1 1 d .
C3 C 0.8937(4) -0.0409(3) 0.3492(3) 0.0102(5) Uani 1 1 d .
C4 C 0.9409(4) 0.1163(3) 0.4546(3) 0.0093(5) Uani 1 1 d .
H4 H 0.9007 0.1966 0.4232 0.011 Uiso 1 1 calc R
C5 C 1.0462(4) 0.1581(3) 0.6054(3) 0.0085(5) Uani 1 1 d .
C6 C 1.0804(4) 0.3277(3) 0.7126(3) 0.0100(5) Uani 1 1 d .
C7 C 1.2473(5) 0.4804(4) 1.2779(3) 0.0220(6) Uani 1 1 d .
H7A H 1.3642 0.5743 1.2544 0.033 Uiso 1 1 calc R
H7B H 1.2882 0.4033 1.3224 0.033 Uiso 1 1 calc R
H7C H 1.1847 0.5299 1.3538 0.033 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'
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
N2 Cu1 N2 180.0 2_655 . ?
N2 Cu1 O1 88.03(9) 2_655 . ?
N2 Cu1 O1 91.97(9) . . yes
N2 Cu1 O1 91.98(9) 2_655 2_655 ?
N2 Cu1 O1 88.02(9) . 2_655 ?
O1 Cu1 O1 180.0 . 2_655 ?
N2 Cu1 O7 91.55(8) 2_655 1_554 ?
N2 Cu1 O7 88.45(8) . 1_554 ?
O1 Cu1 O7 85.15(7) . 1_554 ?
O1 Cu1 O7 94.85(7) 2_655 1_554 ?
N2 Cu1 O7 88.46(8) 2_655 2_656 ?
N2 Cu1 O7 91.54(8) . 2_656 ?
O1 Cu1 O7 94.85(7) . 2_656 ?
O1 Cu1 O7 85.15(7) 2_655 2_656 ?
O7 Cu1 O7 180.0 1_554 2_656 ?
O5 Cu2 O5 180.0 2_767 . ?
O5 Cu2 N6 94.04(8) 2_767 . ?
O5 Cu2 N6 85.96(8) . . yes
O5 Cu2 N6 85.96(8) 2_767 2_767 ?
O5 Cu2 N6 94.04(8) . 2_767 ?
N6 Cu2 N6 180.00(12) . 2_767 ?
O5 Cu2 O7 86.86(7) 2_767 2_767 ?
O5 Cu2 O7 93.14(7) . 2_767 ?
N6 Cu2 O7 91.58(8) . 2_767 ?
N6 Cu2 O7 88.42(8) 2_767 2_767 ?
O5 Cu2 O7 93.14(7) 2_767 . ?
O5 Cu2 O7 86.86(7) . . yes
N6 Cu2 O7 88.42(8) . . yes
N6 Cu2 O7 91.58(8) 2_767 . ?
O7 Cu2 O7 180.00(9) 2_767 . ?
C2 O1 Cu1 125.03(16) . . ?
C1 N2 Cu1 121.02(18) . . ?
C1 N2 H2A 106.8 . . ?
Cu1 N2 H2A 112.0 . . ?
C1 N2 H2B 105.2 . . ?
Cu1 N2 H2B 104.0 . . ?
H2A N2 H2B 106.6 . . ?
C6 O5 Cu2 125.73(16) . . ?
C7 N6 Cu2 120.55(18) . . ?
C7 N6 H6A 105.8 . . ?
Cu2 N6 H6A 101.4 . . ?
C7 N6 H6B 107.8 . . ?
Cu2 N6 H6B 104.2 . . ?
H6A N6 H6B 117.7 . . ?
Cu1 O7 Cu2 130.49(8) 1_556 . ?
Cu1 O7 H7O 88.6 1_556 . ?
Cu2 O7 H7O 124.6 . . ?
Cu1 O7 H7P 120.6 1_556 . ?
Cu2 O7 H7P 86.2 . . ?
H7O O7 H7P 107.6 . . ?
N2 C1 H1A 109.5 . . ?
N2 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
N2 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
O3 C2 O1 125.4(2) . . ?
O3 C2 C3 118.5(2) . . ?
O1 C2 C3 116.0(2) . . ?
C5 C3 C4 119.4(2) 2_756 . ?
C5 C3 C2 121.6(2) 2_756 . ?
C4 C3 C2 118.9(2) . . ?
C3 C4 C5 121.3(2) . . ?
C3 C4 H4 119.3 . . ?
C5 C4 H4 119.3 . . ?
C3 C5 C4 119.3(2) 2_756 . ?
C3 C5 C6 123.8(2) 2_756 . ?
C4 C5 C6 116.9(2) . . ?
O4 C6 O5 126.3(2) . . ?
O4 C6 C5 119.0(2) . . ?
O5 C6 C5 114.5(2) . . ?
N6 C7 H7A 109.5 . . ?
N6 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
N6 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
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 2.004(2) 2_655 ?
Cu1 N2 2.004(2) . yes
Cu1 O1 2.0264(18) . yes
Cu1 O1 2.0264(18) 2_655 ?
Cu1 O7 2.4006(18) 1_554 ?
Cu1 O7 2.4006(18) 2_656 ?
Cu2 O5 1.9914(18) 2_767 ?
Cu2 O5 1.9915(18) . yes
Cu2 N6 2.017(2) . yes
Cu2 N6 2.017(2) 2_767 ?
Cu2 O7 2.4325(18) 2_767 ?
Cu2 O7 2.4325(18) . yes
O1 C2 1.274(3) . yes
N2 C1 1.474(3) . yes
N2 H2A 0.9523 . ?
N2 H2B 0.9844 . ?
O3 C2 1.245(3) . yes
O4 C6 1.238(3) . yes
O5 C6 1.276(3) . yes
N6 C7 1.479(4) . yes
N6 H6A 1.0215 . ?
N6 H6B 0.8645 . ?
O7 Cu1 2.4006(18) 1_556 ?
O7 H7O 0.8869 . ?
O7 H7P 0.9117 . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C2 C3 1.516(3) . ?
C3 C5 1.392(4) 2_756 ?
C3 C4 1.394(4) . ?
C4 C5 1.398(3) . ?
C4 H4 0.9500 . ?
C5 C3 1.392(4) 2_756 ?
C5 C6 1.511(3) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N2 H2A O5 0.95 2.01 2.958(3) 171.3 2_656 yes
N6 H6A O3 1.02 2.02 3.041(3) 174.1 2_756 yes
N2 H2B O3 0.98 2.58 3.334(3) 133.6 2_655 yes
N6 H6B O1 0.86 2.36 3.193(3) 161.5 1_556 yes
N6 H6B O7 0.86 2.69 3.117(3) 112.2 . yes
O7 H7O O3 0.89 1.83 2.702(3) 165.4 2_656 yes
O7 H7P O4 0.91 1.76 2.661(3) 168.8 2_767 yes
