#------------------------------------------------------------------------------
#$Date: 2016-03-23 01:32:23 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179145 $
#$URL: svn://www.crystallography.net/cod/cif/4/31/06/4310630.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_4310630
loop_
_publ_author_name
'Sara R. Halper'
'Mitchell R. Malachowski'
'Heather M. Delaney'
'Seth M. Cohen'
_publ_section_title
;
 Heteroleptic Copper Dipyrromethene Complexes: Synthesis, Structure, and
 Coordination Polymers
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              1242
_journal_page_last               1249
_journal_paper_doi               10.1021/ic0352295
_journal_volume                  43
_journal_year                    2004
_chemical_formula_sum            'C25.33 H22.67 Cu1.33 N4 O2.67'
_chemical_formula_weight         510.35
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           62
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2ac 2n'
_symmetry_space_group_name_H-M   'P n m a'
_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                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            3
_cell_length_a                   14.0337(10)
_cell_length_b                   11.9862(8)
_cell_length_c                   10.4162(7)
_cell_measurement_temperature    100(2)
_cell_volume                     1752.1(2)
_computing_cell_refinement       'Bruker SMART'
_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      100(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega 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  0.0229
_diffrn_reflns_av_sigmaI/netI    0.0213
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            10150
_diffrn_reflns_theta_full        27.51
_diffrn_reflns_theta_max         27.51
_diffrn_reflns_theta_min         2.44
_exptl_absorpt_coefficient_mu    1.263
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.452
_exptl_crystal_density_meas      0
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             788
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.35
_exptl_crystal_size_min          0.30
_refine_diff_density_max         0.484
_refine_diff_density_min         -0.223
_refine_diff_density_rms         0.065
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.112
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     128
_refine_ls_number_reflns         2107
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.112
_refine_ls_R_factor_all          0.0293
_refine_ls_R_factor_gt           0.0268
_refine_ls_shift/su_max          0.042
_refine_ls_shift/su_mean         0.003
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0487P)²+0.0518P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0778
_refine_ls_wR_factor_ref         0.0787
_reflns_number_gt                1900
_reflns_number_total             2107
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic0352295si20031125_115511_3.cif
_cod_data_source_block           '[Cu(4-pyrdpm)(acac)]'
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Orthorhombic' changed to 'orthorhombic'
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_database_code               4310630
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z'
'x+1/2, -y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -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 0.117341(17) 0.2500 -0.09021(2) 0.01467(11) Uani 1 2 d S . .
C6 C 0.37528(14) 0.2500 0.2237(2) 0.0161(4) Uani 1 2 d S . .
N1 N 0.19644(8) 0.13169(10) -0.01065(11) 0.0160(3) Uani 1 1 d . . .
N2 N 0.00952(13) 0.2500 0.07852(16) 0.0178(4) Uani 1 2 d S . .
C4 C 0.26856(10) 0.14596(13) 0.07989(13) 0.0163(3) Uani 1 1 d . . .
C13 C -0.05821(16) 0.2500 -0.2994(2) 0.0230(5) Uani 1 2 d S . .
H13 H -0.1139 0.2500 -0.3513 0.028 Uiso 1 2 calc SR . .
C3 C 0.29824(11) 0.03960(13) 0.12458(15) 0.0194(3) Uani 1 1 d . . .
H3 H 0.3466 0.0252 0.1862 0.023 Uiso 1 1 calc R . .
C5 C 0.30120(14) 0.2500 0.12023(19) 0.0153(4) Uani 1 2 d S . .
C12 C -0.01988(11) 0.14730(14) -0.26366(14) 0.0219(3) Uani 1 1 d . . .
C9 C -0.08349(16) 0.2500 0.0543(2) 0.0214(5) Uani 1 2 d S . .
H9 H -0.1037 0.2500 -0.0328 0.026 Uiso 1 2 calc SR . .
C1 C 0.18217(11) 0.02174(12) -0.01948(14) 0.0204(3) Uani 1 1 d . . .
H1 H 0.1361 -0.0120 -0.0739 0.024 Uiso 1 1 calc R . .
C2 C 0.24416(12) -0.03799(14) 0.06218(15) 0.0227(3) Uani 1 1 d . . .
H2 H 0.2476 -0.1167 0.0718 0.027 Uiso 1 1 calc R . .
C7 C 0.47161(16) 0.2500 0.1973(2) 0.0281(5) Uani 1 2 d S . .
H7 H 0.4937 0.2500 0.1110 0.034 Uiso 1 2 calc SR . .
C8 C 0.34769(16) 0.2500 0.3507(2) 0.0216(5) Uani 1 2 d S . .
H8 H 0.2820 0.2500 0.3728 0.026 Uiso 1 2 calc SR . .
C11 C -0.06365(12) 0.04195(15) -0.31415(17) 0.0298(4) Uani 1 1 d . . .
H11A H -0.0201 0.0071 -0.3757 0.045 Uiso 1 1 calc R . .
H11B H -0.1240 0.0595 -0.3569 0.045 Uiso 1 1 calc R . .
H11C H -0.0755 -0.0095 -0.2428 0.045 Uiso 1 1 calc R . .
C10 C 0.03549(16) 0.2500 0.2019(2) 0.0276(5) Uani 1 2 d S . .
H10 H 0.1016 0.2500 0.2213 0.033 Uiso 1 2 calc SR . .
O1 O 0.05114(7) 0.13442(9) -0.18856(10) 0.0214(2) 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'
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'
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
O1 Cu1 O1 90.10(6) . 7_565 ?
O1 Cu1 N1 172.22(5) . 7_565 ?
O1 Cu1 N1 88.75(5) 7_565 7_565 ?
O1 Cu1 N1 88.75(5) . . ?
O1 Cu1 N1 172.22(5) 7_565 . ?
N1 Cu1 N1 91.34(7) 7_565 . ?
O1 Cu1 N2 94.99(4) . . ?
O1 Cu1 N2 94.99(4) 7_565 . ?
N1 Cu1 N2 92.78(5) 7_565 . ?
N1 Cu1 N2 92.78(5) . . ?
C8 C6 C7 117.8(2) . . ?
C8 C6 C5 119.72(19) . . ?
C7 C6 C5 122.46(19) . . ?
C1 N1 C4 106.04(12) . . ?
C1 N1 Cu1 126.36(10) . . ?
C4 N1 Cu1 126.99(10) . . ?
C9 N2 C10 116.77(19) . . ?
C9 N2 Cu1 119.79(14) . . ?
C10 N2 Cu1 123.44(15) . . ?
C5 C4 N1 123.54(14) . . ?
C5 C4 C3 127.48(14) . . ?
N1 C4 C3 108.95(13) . . ?
C12 C13 C12 124.0(2) 7_565 . ?
C2 C3 C4 107.01(14) . . ?
C4 C5 C4 127.02(19) . 7_565 ?
C4 C5 C6 116.44(10) . . ?
C4 C5 C6 116.44(10) 7_565 . ?
O1 C12 C13 124.89(15) . . ?
O1 C12 C11 115.65(14) . . ?
C13 C12 C11 119.46(15) . . ?
N2 C9 C8 123.4(2) . 6_556 ?
N1 C1 C2 111.49(13) . . ?
C3 C2 C1 106.50(14) . . ?
C6 C7 C10 119.0(2) . 6_656 ?
C6 C8 C9 119.4(2) . 6_656 ?
N2 C10 C7 123.7(2) . 6_556 ?
C12 O1 Cu1 127.28(10) . . ?
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 O1 1.9575(10) . ?
Cu1 O1 1.9575(10) 7_565 ?
Cu1 N1 1.9824(12) 7_565 ?
Cu1 N1 1.9824(12) . ?
Cu1 N2 2.3191(17) . ?
C6 C8 1.379(3) . ?
C6 C7 1.380(3) . ?
C6 C5 1.497(3) . ?
N1 C1 1.3362(18) . ?
N1 C4 1.3940(18) . ?
N2 C9 1.330(3) . ?
N2 C10 1.336(3) . ?
C4 C5 1.3934(18) . ?
C4 C3 1.420(2) . ?
C13 C12 1.3941(19) 7_565 ?
C13 C12 1.3941(19) . ?
C3 C2 1.365(2) . ?
C5 C4 1.3934(18) 7_565 ?
C12 O1 1.2763(18) . ?
C12 C11 1.499(2) . ?
C9 C8 1.382(3) 6_556 ?
C1 C2 1.412(2) . ?
C7 C10 1.381(3) 6_656 ?
C8 C9 1.382(3) 6_656 ?
C10 C7 1.381(3) 6_556 ?
