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#$Date: 2018-09-24 09:49:13 +0300 (Mon, 24 Sep 2018) $
#$Revision: 211137 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/54/40/1544056.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_1544056
loop_
_publ_author_name
'Rakesh Kumar Gupta'
'Rampal Pandey'
'Amit Kumar'
'K.V. Ramanujachary'
'Samuel E. Lofland'
'Daya Shankar Pandey'
_publ_section_title
;
 Structural diversity in heteroleptic dipyrrinato copper(II) complexes
;
_journal_name_full               'Inorganica Chimica Acta'
_journal_page_first              518
_journal_page_last               527
_journal_paper_doi               10.1016/j.ica.2013.09.044
_journal_volume                  409B
_journal_year                    2014
_chemical_formula_moiety         'C20 H18 Cu N2 O3'
_chemical_formula_sum            'C20 H18 Cu N2 O3'
_chemical_formula_weight         397.90
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      14
_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
_cell_angle_alpha                90.00
_cell_angle_beta                 100.67(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   7.1120(15)
_cell_length_b                   13.516(3)
_cell_length_c                   19.323(5)
_cell_measurement_reflns_used    4163
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      0.864
_cell_measurement_theta_min      0.780
_cell_volume                     1825.3(8)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.985
_diffrn_measured_fraction_theta_max 0.985
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0295
_diffrn_reflns_av_sigmaI/netI    0.0250
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            16492
_diffrn_reflns_theta_full        27.45
_diffrn_reflns_theta_max         27.45
_diffrn_reflns_theta_min         3.01
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    1.218
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.448
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             820
_exptl_crystal_size_max          .23
_exptl_crystal_size_mid          .17
_exptl_crystal_size_min          .12
_refine_diff_density_max         1.363
_refine_diff_density_min         -0.717
_refine_diff_density_rms         0.097
_refine_ls_goodness_of_fit_ref   1.091
_refine_ls_matrix_type           full
_refine_ls_number_parameters     238
_refine_ls_number_reflns         4100
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.091
_refine_ls_R_factor_all          0.0812
_refine_ls_R_factor_gt           0.0728
_refine_ls_shift/su_max          0.056
_refine_ls_shift/su_mean         0.017
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0636P)²+8.7554P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2039
_refine_ls_wR_factor_ref         0.2079
_reflns_number_gt                3468
_reflns_number_total             4100
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ICA-2014-409B-518-527-4.cif
_cod_data_source_block           7
_cod_depositor_comments
;
The following automatic conversions were performed:

'_journal_paper_doi' value
'http://dx.doi.org/10.1016/j.ica.2013.09.044' was changed to
'10.1016/j.ica.2013.09.044'.

Automatic conversion script
Id: cif_fix_values 6433 2018-09-21 13:16:33Z andrius 
;
_cod_original_cell_volume        1825.3(7)
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               1544056
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 0.27378(10) -0.01160(5) 0.44289(3) 0.0447(2) Uani 1 1 d . . .
O1 O 0.1962(7) -0.1239(3) 0.4926(2) 0.0546(10) Uani 1 1 d . . .
O2 O 0.3147(7) 0.0655(3) 0.5290(2) 0.0568(11) Uani 1 1 d . . .
O3 O 0.6176(12) 0.0481(8) 0.2154(5) 0.129(3) Uani 1 1 d . . .
H1 H 0.6288 0.0874 0.2482 0.194 Uiso 1 1 calc R . .
N2 N 0.2361(7) -0.0914(3) 0.3572(2) 0.0443(10) Uani 1 1 d . . .
N1 N 0.3392(7) 0.1063(3) 0.3920(2) 0.0433(10) Uani 1 1 d . . .
C9 C 0.2018(10) -0.1894(5) 0.3524(3) 0.0563(15) Uani 1 1 d . . .
H9 H 0.1936 -0.2305 0.3903 0.068 Uiso 1 1 calc R . .
C8 C 0.1803(12) -0.2210(5) 0.2823(4) 0.072(2) Uani 1 1 d . . .
H8 H 0.1573 -0.2854 0.2660 0.087 Uiso 1 1 calc R . .
C7 C 0.1990(11) -0.1409(5) 0.2430(3) 0.0638(17) Uani 1 1 d . . .
H7 H 0.1898 -0.1398 0.1944 0.077 Uiso 1 1 calc R . .
C6 C 0.2353(9) -0.0586(4) 0.2887(3) 0.0478(13) Uani 1 1 d . . .
C5 C 0.2756(8) 0.0389(5) 0.2718(3) 0.0477(13) Uani 1 1 d . . .
C4 C 0.3229(8) 0.1161(4) 0.3190(3) 0.0459(12) Uani 1 1 d . . .
C3 C 0.3658(10) 0.2150(5) 0.3047(3) 0.0574(15) Uani 1 1 d . . .
H3 H 0.3646 0.2421 0.2603 0.069 Uiso 1 1 calc R . .
C2 C 0.4096(11) 0.2642(5) 0.3676(4) 0.0624(16) Uani 1 1 d . . .
H2 H 0.4444 0.3304 0.3743 0.075 Uiso 1 1 calc R . .
C1 C 0.3915(9) 0.1954(5) 0.4191(3) 0.0517(13) Uani 1 1 d . . .
H1A H 0.4132 0.2094 0.4670 0.062 Uiso 1 1 calc R . .
C10 C 0.2764(10) 0.0587(5) 0.1953(3) 0.0557(15) Uani 1 1 d . . .
C15 C 0.1055(14) 0.0653(6) 0.1467(4) 0.078(2) Uani 1 1 d . . .
H15 H -0.0120 0.0598 0.1609 0.093 Uiso 1 1 calc R . .
C14 C 0.1156(17) 0.0802(7) 0.0763(4) 0.097(3) Uani 1 1 d . . .
H14 H 0.0031 0.0851 0.0431 0.117 Uiso 1 1 calc R . .
C13 C 0.289(2) 0.0879(7) 0.0546(4) 0.104(4) Uani 1 1 d . . .
H13 H 0.2917 0.0999 0.0074 0.124 Uiso 1 1 calc R . .
C12 C 0.4582(17) 0.0779(7) 0.1016(4) 0.095(3) Uani 1 1 d . . .
H12 H 0.5750 0.0808 0.0866 0.114 Uiso 1 1 calc R . .
C11 C 0.4502(12) 0.0634(6) 0.1719(4) 0.0711(19) Uani 1 1 d . . .
C20 C 0.0753(11) -0.2202(5) 0.5751(4) 0.0658(18) Uani 1 1 d . . .
H20A H -0.0284 -0.2423 0.5394 0.099 Uiso 1 1 calc R . .
H20B H 0.0306 -0.2111 0.6186 0.099 Uiso 1 1 calc R . .
H20C H 0.1756 -0.2687 0.5815 0.099 Uiso 1 1 calc R . .
C19 C 0.1502(9) -0.1245(5) 0.5531(3) 0.0510(14) Uani 1 1 d . . .
C18 C 0.1655(9) -0.0431(5) 0.5981(3) 0.0539(14) Uani 1 1 d . . .
H18 H 0.1178 -0.0492 0.6396 0.065 Uiso 1 1 calc R . .
C17 C 0.2479(8) 0.0466(5) 0.5847(3) 0.0524(14) Uani 1 1 d . . .
C16 C 0.2653(10) 0.1278(6) 0.6377(4) 0.0657(18) Uani 1 1 d . . .
H16A H 0.3980 0.1424 0.6543 0.099 Uiso 1 1 calc R . .
H16B H 0.2076 0.1074 0.6766 0.099 Uiso 1 1 calc R . .
H16C H 0.2014 0.1857 0.6163 0.099 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'
Cu Cu 0.3201 1.2651 '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'
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
O1 Cu1 O2 90.35(17) . .
O1 Cu1 N2 88.89(18) . .
O2 Cu1 N2 178.76(19) . .
O1 Cu1 N1 176.89(19) . .
O2 Cu1 N1 89.01(18) . .
N2 Cu1 N1 91.80(19) . .
C19 O1 Cu1 127.5(4) . .
C17 O2 Cu1 126.5(4) . .
C11 O3 H1 109.5 . .
C9 N2 C6 106.1(5) . .
C9 N2 Cu1 126.7(4) . .
C6 N2 Cu1 127.2(4) . .
C1 N1 C4 106.0(5) . .
C1 N1 Cu1 127.2(4) . .
C4 N1 Cu1 126.6(4) . .
N2 C9 C8 110.7(6) . .
N2 C9 H9 124.7 . .
C8 C9 H9 124.7 . .
C7 C8 C9 107.2(6) . .
C7 C8 H8 126.4 . .
C9 C8 H8 126.4 . .
C8 C7 C6 107.9(6) . .
C8 C7 H7 126.1 . .
C6 C7 H7 126.1 . .
C5 C6 N2 123.8(5) . .
C5 C6 C7 128.0(5) . .
N2 C6 C7 108.1(5) . .
C4 C5 C6 126.1(5) . .
C4 C5 C10 117.9(5) . .
C6 C5 C10 115.9(5) . .
C5 C4 N1 123.8(5) . .
C5 C4 C3 128.2(5) . .
N1 C4 C3 107.9(5) . .
C2 C3 C4 107.9(5) . .
C2 C3 H3 126.0 . .
C4 C3 H3 126.0 . .
C3 C2 C1 106.0(6) . .
C3 C2 H2 127.0 . .
C1 C2 H2 127.0 . .
N1 C1 C2 112.2(5) . .
N1 C1 H1A 123.9 . .
C2 C1 H1A 123.9 . .
C11 C10 C15 119.6(6) . .
C11 C10 C5 119.5(6) . .
C15 C10 C5 120.8(6) . .
C10 C15 C14 118.1(9) . .
C10 C15 H15 120.9 . .
C14 C15 H15 120.9 . .
C13 C14 C15 121.3(9) . .
C13 C14 H14 119.3 . .
C15 C14 H14 119.4 . .
C12 C13 C14 121.0(8) . .
C12 C13 H13 119.5 . .
C14 C13 H13 119.5 . .
C11 C12 C13 118.2(9) . .
C11 C12 H12 120.9 . .
C13 C12 H12 120.9 . .
O3 C11 C12 116.4(8) . .
O3 C11 C10 121.9(7) . .
C12 C11 C10 121.7(8) . .
C19 C20 H20A 109.5 . .
C19 C20 H20B 109.5 . .
H20A C20 H20B 109.5 . .
C19 C20 H20C 109.5 . .
H20A C20 H20C 109.5 . .
H20B C20 H20C 109.5 . .
O1 C19 C18 124.4(6) . .
O1 C19 C20 115.8(6) . .
C18 C19 C20 119.8(5) . .
C17 C18 C19 123.9(5) . .
C17 C18 H18 118.1 . .
C19 C18 H18 118.0 . .
O2 C17 C18 124.4(6) . .
O2 C17 C16 115.7(6) . .
C18 C17 C16 119.9(5) . .
C17 C16 H16A 109.5 . .
C17 C16 H16B 109.5 . .
H16A C16 H16B 109.5 . .
C17 C16 H16C 109.5 . .
H16A C16 H16C 109.5 . .
H16B C16 H16C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu1 O1 1.931(4) .
Cu1 O2 1.939(4) .
Cu1 N2 1.952(5) .
Cu1 N1 1.973(5) .
O1 C19 1.270(7) .
O2 C17 1.280(7) .
O3 C11 1.340(11) .
O3 H1 0.8200 .
N2 C9 1.347(8) .
N2 C6 1.395(7) .
N1 C1 1.338(7) .
N1 C4 1.399(7) .
C9 C8 1.401(9) .
C9 H9 0.9300 .
C8 C7 1.341(10) .
C8 H8 0.9300 .
C7 C6 1.414(8) .
C7 H7 0.9300 .
C6 C5 1.401(8) .
C5 C4 1.386(8) .
C5 C10 1.503(7) .
C4 C3 1.410(8) .
C3 C2 1.370(9) .
C3 H3 0.9300 .
C2 C1 1.387(9) .
C2 H2 0.9300 .
C1 H1A 0.9300 .
C10 C11 1.393(10) .
C10 C15 1.394(10) .
C15 C14 1.390(11) .
C15 H15 0.9300 .
C14 C13 1.379(15) .
C14 H14 0.9300 .
C13 C12 1.373(15) .
C13 H13 0.9300 .
C12 C11 1.383(10) .
C12 H12 0.9300 .
C20 C19 1.490(9) .
C20 H20A 0.9600 .
C20 H20B 0.9600 .
C20 H20C 0.9600 .
C19 C18 1.394(9) .
C18 C17 1.391(9) .
C18 H18 0.9300 .
C17 C16 1.490(9) .
C16 H16A 0.9600 .
C16 H16B 0.9600 .
C16 H16C 0.9600 .
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
O2 Cu1 O1 C19 14.9(5) . . . .
N2 Cu1 O1 C19 -166.1(5) . . . .
N1 Cu1 O1 C19 -63(3) . . . .
O1 Cu1 O2 C17 -18.2(5) . . . .
N2 Cu1 O2 C17 -71(9) . . . .
N1 Cu1 O2 C17 158.7(5) . . . .
O1 Cu1 N2 C9 -9.3(5) . . . .
O2 Cu1 N2 C9 43(9) . . . .
N1 Cu1 N2 C9 173.8(5) . . . .
O1 Cu1 N2 C6 169.3(5) . . . .
O2 Cu1 N2 C6 -138(9) . . . .
N1 Cu1 N2 C6 -7.7(5) . . . .
O1 Cu1 N1 C1 79(3) . . . .
O2 Cu1 N1 C1 1.4(5) . . . .
N2 Cu1 N1 C1 -177.7(5) . . . .
O1 Cu1 N1 C4 -94(3) . . . .
O2 Cu1 N1 C4 -172.2(5) . . . .
N2 Cu1 N1 C4 8.8(5) . . . .
C6 N2 C9 C8 0.5(8) . . . .
Cu1 N2 C9 C8 179.3(5) . . . .
N2 C9 C8 C7 -0.8(9) . . . .
C9 C8 C7 C6 0.8(9) . . . .
C9 N2 C6 C5 -176.6(6) . . . .
Cu1 N2 C6 C5 4.6(8) . . . .
C9 N2 C6 C7 0.1(7) . . . .
Cu1 N2 C6 C7 -178.8(4) . . . .
C8 C7 C6 C5 175.9(7) . . . .
C8 C7 C6 N2 -0.6(8) . . . .
N2 C6 C5 C4 0.5(10) . . . .
C7 C6 C5 C4 -175.4(7) . . . .
N2 C6 C5 C10 177.3(5) . . . .
C7 C6 C5 C10 1.3(10) . . . .
C6 C5 C4 N1 0.8(10) . . . .
C10 C5 C4 N1 -175.9(5) . . . .
C6 C5 C4 C3 179.5(6) . . . .
C10 C5 C4 C3 2.9(10) . . . .
C1 N1 C4 C5 178.3(6) . . . .
Cu1 N1 C4 C5 -7.0(8) . . . .
C1 N1 C4 C3 -0.6(7) . . . .
Cu1 N1 C4 C3 174.0(4) . . . .
C5 C4 C3 C2 -178.2(6) . . . .
N1 C4 C3 C2 0.7(7) . . . .
C4 C3 C2 C1 -0.4(8) . . . .
C4 N1 C1 C2 0.4(7) . . . .
Cu1 N1 C1 C2 -174.2(4) . . . .
C3 C2 C1 N1 0.0(8) . . . .
C4 C5 C10 C11 77.0(8) . . . .
C6 C5 C10 C11 -100.0(8) . . . .
C4 C5 C10 C15 -107.7(7) . . . .
C6 C5 C10 C15 75.3(8) . . . .
C11 C10 C15 C14 -2.4(12) . . . .
C5 C10 C15 C14 -177.7(7) . . . .
C10 C15 C14 C13 0.3(14) . . . .
C15 C14 C13 C12 2.1(16) . . . .
C14 C13 C12 C11 -2.2(15) . . . .
C13 C12 C11 O3 176.1(9) . . . .
C13 C12 C11 C10 0.1(14) . . . .
C15 C10 C11 O3 -173.5(8) . . . .
C5 C10 C11 O3 1.8(12) . . . .
C15 C10 C11 C12 2.3(12) . . . .
C5 C10 C11 C12 177.6(8) . . . .
Cu1 O1 C19 C18 -6.5(9) . . . .
Cu1 O1 C19 C20 173.5(4) . . . .
O1 C19 C18 C17 -5.5(10) . . . .
C20 C19 C18 C17 174.6(6) . . . .
Cu1 O2 C17 C18 13.4(9) . . . .
Cu1 O2 C17 C16 -167.5(4) . . . .
C19 C18 C17 O2 1.7(10) . . . .
C19 C18 C17 C16 -177.3(6) . . . .
