#------------------------------------------------------------------------------
#$Date: 2016-03-25 11:23:56 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179788 $
#$URL: svn://www.crystallography.net/cod/cif/7/00/84/7008481.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_7008481
loop_
_publ_author_name
'Bishop, Michael M.'
'Lindoy, Leonard F.'
'Parkin, Andrew'
'Turner, Peter'
_publ_section_title
;
 Towards a system for the systematic structural study of intermolecular
 interactions in crystals of transition metal complexes.
;
_journal_issue                   15
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              2563
_journal_page_last               2571
_journal_paper_doi               10.1039/b503381k
_journal_year                    2005
_chemical_formula_moiety         'Cu (C17H15N4O2)2.MeOH'
_chemical_formula_sum            'C35 H34 Cu N8 O5'
_chemical_formula_weight         710.24
_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                102.016(2)
_cell_angle_beta                 98.708(2)
_cell_angle_gamma                100.635(2)
_cell_formula_units_Z            1
_cell_length_a                   8.6598(3)
_cell_length_b                   9.8301(4)
_cell_length_c                   10.0256(4)
_cell_measurement_reflns_used    3147
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      28.4
_cell_measurement_theta_min      2.4
_cell_volume                     804.25(5)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      150(2)
_diffrn_crystal_treatment
;
attached with Exxon Paratone N, to a short length
of fibre supported on a thin piece of copper wire
inserted in a copper mounting pin. The crystal was
quenched in a cold nitrogen gas stream from an
Oxford Cryosystems Cryostream.
;
_diffrn_measured_fraction_theta_full 0.870
_diffrn_measured_fraction_theta_max 0.870
_diffrn_measurement_device_type  'Bruker SMART 1000'
_diffrn_measurement_method       'ω scans'
_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  0.0219
_diffrn_reflns_av_sigmaI/netI    0.0377
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            7009
_diffrn_reflns_theta_full        28.79
_diffrn_reflns_theta_max         28.79
_diffrn_reflns_theta_min         2.12
_exptl_absorpt_coefficient_mu    0.736
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.913
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS (Sheldrick, 1996)
;
_exptl_crystal_colour            'pale pink'
_exptl_crystal_density_diffrn    1.466
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             369
_exptl_crystal_size_max          1.30
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.523
_refine_diff_density_min         -0.368
_refine_diff_density_rms         0.065
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     232
_refine_ls_number_reflns         3653
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.033
_refine_ls_R_factor_all          0.0464
_refine_ls_R_factor_gt           0.0358
_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)+(0.0396P)²+0.5808P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0856
_refine_ls_wR_factor_ref         0.0906
_reflns_number_gt                3129
_reflns_number_total             3653
_reflns_threshold_expression     2sigma(I)
_cod_data_source_file            b503381k.txt
_cod_data_source_block           3b
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7008481
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
O3M O -0.4351(4) 0.0580(4) 0.0399(5) 0.0965(12) Uani 0.50 1 d P . -1
H3MO H -0.4680 0.1482 0.0402 0.145 Uiso 0.50 1 d PR . -1
C3M C -0.5649(4) -0.0580(4) -0.0399(5) 0.0965(12) Uani 0.50 1 d P A -2
H3M1 H -0.6655 -0.0450 -0.0110 0.145 Uiso 0.50 1 d PR A -2
H3M2 H -0.5424 -0.1479 -0.0236 0.145 Uiso 0.50 1 d PR A -2
H3M3 H -0.5746 -0.0605 -0.1391 0.145 Uiso 0.50 1 d PR A -2
Cu1 Cu 0.0000 0.0000 0.0000 0.01531(10) Uani 1 2 d S . .
O1 O 0.31464(18) 0.27965(16) 0.00819(15) 0.0277(4) Uani 1 1 d . . .
O2 O -0.29028(16) -0.20568(15) -0.38924(14) 0.0204(3) Uani 1 1 d . . .
N1 N 0.10078(19) 0.10337(17) -0.13206(16) 0.0166(3) Uani 1 1 d . . .
N2 N 0.1350(2) 0.14616(18) -0.33967(18) 0.0181(3) Uani 1 1 d . . .
N3 N -0.06847(19) -0.04323(17) -0.35084(16) 0.0157(3) Uani 1 1 d . . .
N4 N -0.1585(2) -0.11485(19) -0.15857(17) 0.0201(4) Uani 1 1 d . . .
C1 C 0.2288(2) 0.2175(2) -0.1049(2) 0.0184(4) Uani 1 1 d . . .
C2 C 0.2537(2) 0.2618(2) -0.24108(19) 0.0170(4) Uani 1 1 d . . .
C3 C 0.0499(2) 0.06230(19) -0.27435(19) 0.0152(4) Uani 1 1 d . . .
C4 C -0.1691(2) -0.1195(2) -0.28896(19) 0.0159(4) Uani 1 1 d . . .
C5 C -0.4254(3) -0.2853(3) -0.3503(2) 0.0322(5) Uani 1 1 d . . .
H5A H -0.3906 -0.3546 -0.3019 0.048 Uiso 1 1 calc R . .
H5B H -0.5062 -0.3358 -0.4340 0.048 Uiso 1 1 calc R . .
H5C H -0.4716 -0.2199 -0.2887 0.048 Uiso 1 1 calc R . .
C6 C 0.2095(2) 0.4060(2) -0.2430(2) 0.0191(4) Uani 1 1 d . . .
C7 C 0.1747(3) 0.4923(3) -0.1287(3) 0.0360(6) Uani 1 1 d . . .
H7 H 0.1774 0.4623 -0.0444 0.043 Uiso 1 1 calc R . .
C8 C 0.1360(4) 0.6217(3) -0.1356(3) 0.0474(7) Uani 1 1 d . . .
H8 H 0.1111 0.6789 -0.0565 0.057 Uiso 1 1 calc R . .
C9 C 0.1335(3) 0.6675(3) -0.2562(3) 0.0370(6) Uani 1 1 d . . .
H9 H 0.1097 0.7573 -0.2602 0.044 Uiso 1 1 calc R . .
C10 C 0.1658(3) 0.5818(3) -0.3714(3) 0.0338(5) Uani 1 1 d . . .
H10 H 0.1625 0.6121 -0.4556 0.041 Uiso 1 1 calc R . .
C11 C 0.2031(3) 0.4523(2) -0.3651(2) 0.0284(5) Uani 1 1 d . . .
H11 H 0.2245 0.3940 -0.4454 0.034 Uiso 1 1 calc R . .
C12 C 0.4247(2) 0.2617(2) -0.26170(19) 0.0173(4) Uani 1 1 d . . .
C13 C 0.5441(2) 0.3859(2) -0.2157(2) 0.0229(4) Uani 1 1 d . . .
H13 H 0.5196 0.4718 -0.1700 0.027 Uiso 1 1 calc R . .
C14 C 0.6995(3) 0.3856(3) -0.2361(2) 0.0295(5) Uani 1 1 d . . .
H14 H 0.7801 0.4714 -0.2053 0.035 Uiso 1 1 calc R . .
C15 C 0.7367(3) 0.2605(3) -0.3013(2) 0.0299(5) Uani 1 1 d . . .
H15 H 0.8424 0.2605 -0.3164 0.036 Uiso 1 1 calc R . .
C16 C 0.6193(3) 0.1356(3) -0.3443(2) 0.0299(5) Uani 1 1 d . . .
H16 H 0.6450 0.0492 -0.3873 0.036 Uiso 1 1 calc R . .
C17 C 0.4642(3) 0.1361(2) -0.3247(2) 0.0244(4) Uani 1 1 d . . .
H17 H 0.3843 0.0498 -0.3545 0.029 Uiso 1 1 calc R . .
H4N H -0.229(3) -0.171(3) -0.139(3) 0.027(7) Uiso 1 1 d . . .
H2N H 0.123(3) 0.125(3) -0.427(3) 0.034(7) Uiso 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
C3M O3M H3MO 108.7 . . ?
O3M C3M H3M1 109.9 . . ?
O3M C3M H3M2 108.9 . . ?
H3M1 C3M H3M2 109.5 . . ?
O3M C3M H3M3 109.7 . . ?
H3M1 C3M H3M3 109.5 . . ?
H3M2 C3M H3M3 109.5 . . ?
N4 Cu1 N4 180.0 . 2 ?
N4 Cu1 N1 87.67(7) . . ?
N4 Cu1 N1 92.33(7) 2 . ?
N4 Cu1 N1 92.33(7) . 2 ?
N4 Cu1 N1 87.67(7) 2 2 ?
N1 Cu1 N1 180.00(8) . 2 ?
C4 O2 C5 119.41(15) . . ?
C1 N1 C3 106.69(15) . . ?
C1 N1 Cu1 130.08(13) . . ?
C3 N1 Cu1 123.19(12) . . ?
C3 N2 C2 111.44(16) . . ?
C3 N2 H2N 120.8(19) . . ?
C2 N2 H2N 127.4(19) . . ?
C3 N3 C4 120.08(16) . . ?
C4 N4 Cu1 130.50(14) . . ?
C4 N4 H4N 115.7(18) . . ?
Cu1 N4 H4N 113.7(18) . . ?
O1 C1 N1 127.33(18) . . ?
O1 C1 C2 122.43(17) . . ?
N1 C1 C2 110.24(15) . . ?
N2 C2 C12 112.90(16) . . ?
N2 C2 C6 110.52(16) . . ?
C12 C2 C6 112.50(15) . . ?
N2 C2 C1 98.85(14) . . ?
C12 C2 C1 110.10(15) . . ?
C6 C2 C1 111.20(16) . . ?
N3 C3 N2 118.14(17) . . ?
N3 C3 N1 129.46(17) . . ?
N2 C3 N1 112.39(16) . . ?
N4 C4 N3 128.37(18) . . ?
N4 C4 O2 123.67(17) . . ?
N3 C4 O2 107.96(16) . . ?
O2 C5 H5A 109.5 . . ?
O2 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
O2 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C7 C6 C11 118.1(2) . . ?
C7 C6 C2 123.14(19) . . ?
C11 C6 C2 118.79(18) . . ?
C6 C7 C8 121.0(2) . . ?
C6 C7 H7 119.5 . . ?
C8 C7 H7 119.5 . . ?
C9 C8 C7 120.3(2) . . ?
C9 C8 H8 119.8 . . ?
C7 C8 H8 119.8 . . ?
C8 C9 C10 119.3(2) . . ?
C8 C9 H9 120.3 . . ?
C10 C9 H9 120.3 . . ?
C9 C10 C11 120.4(2) . . ?
C9 C10 H10 119.8 . . ?
C11 C10 H10 119.8 . . ?
C10 C11 C6 120.9(2) . . ?
C10 C11 H11 119.6 . . ?
C6 C11 H11 119.6 . . ?
C13 C12 C17 118.83(19) . . ?
C13 C12 C2 120.72(17) . . ?
C17 C12 C2 120.44(17) . . ?
C12 C13 C14 120.5(2) . . ?
C12 C13 H13 119.7 . . ?
C14 C13 H13 119.7 . . ?
C15 C14 C13 120.1(2) . . ?
C15 C14 H14 119.9 . . ?
C13 C14 H14 119.9 . . ?
C16 C15 C14 119.7(2) . . ?
C16 C15 H15 120.2 . . ?
C14 C15 H15 120.2 . . ?
C15 C16 C17 120.2(2) . . ?
C15 C16 H16 119.9 . . ?
C17 C16 H16 119.9 . . ?
C16 C17 C12 120.6(2) . . ?
C16 C17 H17 119.7 . . ?
C12 C17 H17 119.7 . . ?
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
O3M C3M 1.442(7) . ?
O3M H3MO 0.9800 . ?
C3M H3M1 0.9800 . ?
C3M H3M2 0.9800 . ?
C3M H3M3 0.9800 . ?
Cu1 N4 1.9251(16) . ?
Cu1 N4 1.9251(16) 2 ?
Cu1 N1 2.0322(16) . ?
Cu1 N1 2.0322(16) 2 ?
O1 C1 1.225(2) . ?
O2 C4 1.352(2) . ?
O2 C5 1.435(2) . ?
N1 C1 1.373(2) . ?
N1 C3 1.377(2) . ?
N2 C3 1.341(2) . ?
N2 C2 1.455(2) . ?
N2 H2N 0.84(3) . ?
N3 C3 1.324(2) . ?
N3 C4 1.350(2) . ?
N4 C4 1.287(3) . ?
N4 H4N 0.83(3) . ?
C1 C2 1.550(3) . ?
C2 C12 1.526(3) . ?
C2 C6 1.538(3) . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C6 C7 1.385(3) . ?
C6 C11 1.389(3) . ?
C7 C8 1.387(4) . ?
C7 H7 0.9500 . ?
C8 C9 1.374(4) . ?
C8 H8 0.9500 . ?
C9 C10 1.379(4) . ?
C9 H9 0.9500 . ?
C10 C11 1.381(3) . ?
C10 H10 0.9500 . ?
C11 H11 0.9500 . ?
C12 C13 1.389(3) . ?
C12 C17 1.392(3) . ?
C13 C14 1.391(3) . ?
C13 H13 0.9500 . ?
C14 C15 1.386(3) . ?
C14 H14 0.9500 . ?
C15 C16 1.383(3) . ?
C15 H15 0.9500 . ?
C16 C17 1.387(3) . ?
C16 H16 0.9500 . ?
C17 H17 0.9500 . ?
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
N4 H4N O1 0.83(3) 1.99(3) 2.748(2) 152(2) 2
N2 H2N N3 0.84(3) 2.15(3) 2.987(2) 172(3) 2_554
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
N4 Cu1 N1 C1 176.58(18) . . . . ?
N4 Cu1 N1 C1 -3.42(18) 2 . . . ?
N1 Cu1 N1 C1 -66(100) 2 . . . ?
N4 Cu1 N1 C3 -6.09(15) . . . . ?
N4 Cu1 N1 C3 173.91(15) 2 . . . ?
N1 Cu1 N1 C3 112(100) 2 . . . ?
N4 Cu1 N4 C4 176(100) 2 . . . ?
N1 Cu1 N4 C4 5.61(19) . . . . ?
N1 Cu1 N4 C4 -174.39(19) 2 . . . ?
C3 N1 C1 O1 -175.0(2) . . . . ?
Cu1 N1 C1 O1 2.6(3) . . . . ?
C3 N1 C1 C2 5.2(2) . . . . ?
Cu1 N1 C1 C2 -177.18(13) . . . . ?
C3 N2 C2 C12 121.44(17) . . . . ?
C3 N2 C2 C6 -111.57(18) . . . . ?
C3 N2 C2 C1 5.1(2) . . . . ?
O1 C1 C2 N2 173.9(2) . . . . ?
N1 C1 C2 N2 -6.2(2) . . . . ?
O1 C1 C2 C12 55.5(3) . . . . ?
N1 C1 C2 C12 -124.68(17) . . . . ?
O1 C1 C2 C6 -69.9(2) . . . . ?
N1 C1 C2 C6 109.94(18) . . . . ?
C4 N3 C3 N2 -172.16(17) . . . . ?
C4 N3 C3 N1 6.7(3) . . . . ?
C2 N2 C3 N3 176.49(16) . . . . ?
C2 N2 C3 N1 -2.6(2) . . . . ?
C1 N1 C3 N3 179.29(19) . . . . ?
Cu1 N1 C3 N3 1.4(3) . . . . ?
C1 N1 C3 N2 -1.8(2) . . . . ?
Cu1 N1 C3 N2 -179.65(12) . . . . ?
Cu1 N4 C4 N3 0.3(3) . . . . ?
Cu1 N4 C4 O2 -179.11(14) . . . . ?
C3 N3 C4 N4 -8.0(3) . . . . ?
C3 N3 C4 O2 171.54(16) . . . . ?
C5 O2 C4 N4 7.5(3) . . . . ?
C5 O2 C4 N3 -172.00(18) . . . . ?
N2 C2 C6 C7 117.3(2) . . . . ?
C12 C2 C6 C7 -115.5(2) . . . . ?
C1 C2 C6 C7 8.5(3) . . . . ?
N2 C2 C6 C11 -62.3(2) . . . . ?
C12 C2 C6 C11 64.9(2) . . . . ?
C1 C2 C6 C11 -171.05(18) . . . . ?
C11 C6 C7 C8 -0.6(4) . . . . ?
C2 C6 C7 C8 179.8(2) . . . . ?
C6 C7 C8 C9 -0.8(4) . . . . ?
C7 C8 C9 C10 1.6(4) . . . . ?
C8 C9 C10 C11 -1.1(4) . . . . ?
C9 C10 C11 C6 -0.3(4) . . . . ?
C7 C6 C11 C10 1.2(3) . . . . ?
C2 C6 C11 C10 -179.2(2) . . . . ?
N2 C2 C12 C13 156.62(18) . . . . ?
C6 C2 C12 C13 30.7(2) . . . . ?
C1 C2 C12 C13 -94.0(2) . . . . ?
N2 C2 C12 C17 -24.6(2) . . . . ?
C6 C2 C12 C17 -150.56(18) . . . . ?
C1 C2 C12 C17 84.8(2) . . . . ?
C17 C12 C13 C14 1.9(3) . . . . ?
C2 C12 C13 C14 -179.28(19) . . . . ?
C12 C13 C14 C15 -0.7(3) . . . . ?
C13 C14 C15 C16 -0.9(3) . . . . ?
C14 C15 C16 C17 1.2(3) . . . . ?
C15 C16 C17 C12 0.0(3) . . . . ?
C13 C12 C17 C16 -1.6(3) . . . . ?
C2 C12 C17 C16 179.66(19) . . . . ?
