#------------------------------------------------------------------------------
#$Date: 2019-10-09 10:25:45 +0300 (Wed, 09 Oct 2019) $
#$Revision: 219195 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/23/44/7234489.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_7234489
loop_
_publ_author_name
'Norbani Abdullah'
'Rauzah Hashim'
'Lailatun Nazirah Ozair'
'Yasameen Al-Hakem'
'Habibah Samsudin'
'Anita Marlina'
'Malinda Salim'
'Suhana Mohd. Said'
'Balamurugan Subramanian'
'Abdul Rahman Nordin'
_publ_section_title
;
 Structural, mesomorphic, photoluminescence and thermoelectric studies of
 mononuclear and polymeric complexes of copper(ii) with 2-hexyldecanoato
 and 4,4'-bipyridine ligands
;
_journal_name_full               'Journal of Materials Chemistry C'
_journal_page_first              11036
_journal_page_last               11045
_journal_paper_doi               10.1039/C5TC02273H
_journal_volume                  3
_journal_year                    2015
_chemical_formula_moiety         'C19 H30 Cu N O4'
_chemical_formula_sum            'C19 H30 Cu N O4'
_chemical_formula_weight         399.98
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/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                 119.457(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   16.873(3)
_cell_length_b                   25.268(5)
_cell_length_c                   10.680(2)
_cell_measurement_reflns_used    1644
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      24.53
_cell_measurement_theta_min      2.77
_cell_volume                     3964.7(13)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and 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  0.0637
_diffrn_reflns_av_sigmaI/netI    0.0774
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       32
_diffrn_reflns_limit_k_min       -32
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            13086
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         1.60
_exptl_absorpt_coefficient_mu    1.123
_exptl_absorpt_correction_T_max  0.6684
_exptl_absorpt_correction_T_min  0.5927
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.340
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1696
_exptl_crystal_size_max          0.52
_exptl_crystal_size_mid          0.44
_exptl_crystal_size_min          0.39
_refine_diff_density_max         0.529
_refine_diff_density_min         -0.838
_refine_diff_density_rms         0.095
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.000
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     228
_refine_ls_number_reflns         4527
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.000
_refine_ls_R_factor_all          0.0778
_refine_ls_R_factor_gt           0.0450
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0527P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1049
_refine_ls_wR_factor_ref         0.1207
_reflns_number_gt                3121
_reflns_number_total             4527
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            J-Mater-Chem-C-2015-3-11036.cif
_cod_data_source_block           a
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_geom_angle_publ_flag' value 'Y' was changed to 'y' in
accordance with the built-in table derived from the CIF Core
dictionary named 'cif_core.dic' version 2.4.5 last updated on
2014-11-21 (15 times).

data item '_geom_bond_publ_flag' value 'Y' was changed to 'y' in
accordance with the built-in table derived from the CIF Core
dictionary named 'cif_core.dic' version 2.4.5 last updated on
2014-11-21 (6 times).

data item '_symmetry_cell_setting' value 'Monoclinic' was changed to
'monoclinic' in accordance with the built-in table derived from the
CIF Core dictionary named 'cif_core.dic' version 2.4.5 last updated
on 2014-11-21.

Automatic conversion script
Id: cif_fix_values 6909 2019-04-08 15:41:33Z antanas 
;
_cod_original_cell_volume        3964.6(14)
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               7234489
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -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 0.20670(2) 0.245297(13) 0.86000(4) 0.01302(12) Uani 1 1 d . . .
O1 O 0.28921(14) 0.30091(8) 0.8613(2) 0.0193(5) Uani 1 1 d . . .
O2 O 0.12894(14) 0.30247(8) 0.8663(2) 0.0183(5) Uani 1 1 d . . .
O3 O 0.29882(14) 0.19086(8) 0.8933(2) 0.0179(5) Uani 1 1 d . . .
O4 O 0.13797(14) 0.19080(8) 0.8989(2) 0.0191(5) Uani 1 1 d . . .
N1 N 0.12925(17) 0.23785(9) 0.6304(3) 0.0145(5) Uani 1 1 d . . .
C1 C 0.3447(2) 0.32379(11) 0.9775(3) 0.0170(7) Uani 1 1 d . . .
C2 C 0.3925(2) 0.37296(12) 0.9690(3) 0.0215(7) Uani 1 1 d . . .
H2A H 0.4590 0.3672 1.0265 0.026 Uiso 1 1 calc R . .
H2B H 0.3769 0.4026 1.0138 0.026 Uiso 1 1 calc R . .
C3 C 0.3695(3) 0.38938(13) 0.8177(4) 0.0321(9) Uani 1 1 d . . .
H3A H 0.3025 0.3887 0.7556 0.038 Uiso 1 1 calc R . .
H3B H 0.3953 0.3628 0.7796 0.038 Uiso 1 1 calc R . .
C4 C 0.4042(3) 0.44405(12) 0.8066(4) 0.0274(8) Uani 1 1 d . . .
H4A H 0.4708 0.4453 0.8726 0.033 Uiso 1 1 calc R . .
H4B H 0.3936 0.4488 0.7076 0.033 Uiso 1 1 calc R . .
C5 C 0.3604(2) 0.48996(12) 0.8420(4) 0.0245(8) Uani 1 1 d . . .
H5A H 0.3817 0.4899 0.9465 0.029 Uiso 1 1 calc R . .
H5B H 0.2935 0.4851 0.7907 0.029 Uiso 1 1 calc R . .
C6 C 0.3829(2) 0.54323(13) 0.7998(4) 0.0271(8) Uani 1 1 d . . .
H6A H 0.4498 0.5470 0.8470 0.033 Uiso 1 1 calc R . .
H6B H 0.3589 0.5436 0.6946 0.033 Uiso 1 1 calc R . .
C7 C 0.3440(3) 0.59044(14) 0.8405(4) 0.0363(9) Uani 1 1 d . . .
H7A H 0.2777 0.5869 0.7950 0.054 Uiso 1 1 calc R . .
H7B H 0.3591 0.6231 0.8075 0.054 Uiso 1 1 calc R . .
H7C H 0.3702 0.5916 0.9452 0.054 Uiso 1 1 calc R . .
C8 C 0.1429(2) 0.32432(11) 0.9818(3) 0.0150(6) Uani 1 1 d . . .
C9 C 0.0902(2) 0.37372(11) 0.9711(3) 0.0182(7) Uani 1 1 d . . .
H9A H 0.0891 0.3791 1.0621 0.022 Uiso 1 1 calc R . .
H9B H 0.0266 0.3699 0.8924 0.022 Uiso 1 1 calc R . .
C10 C 0.1344(2) 0.42176(12) 0.9417(3) 0.0210(7) Uani 1 1 d . . .
H10A H 0.2007 0.4211 1.0092 0.025 Uiso 1 1 calc R . .
H10B H 0.1250 0.4192 0.8428 0.025 Uiso 1 1 calc R . .
C11 C 0.0956(2) 0.47403(12) 0.9580(4) 0.0234(7) Uani 1 1 d . . .
H11A H 0.1050 0.4763 1.0569 0.028 Uiso 1 1 calc R . .
H11B H 0.0292 0.4743 0.8908 0.028 Uiso 1 1 calc R . .
C12 C 0.1379(2) 0.52298(12) 0.9292(4) 0.0245(8) Uani 1 1 d . . .
H12A H 0.2049 0.5214 0.9907 0.029 Uiso 1 1 calc R . .
H12B H 0.1238 0.5226 0.8276 0.029 Uiso 1 1 calc R . .
C13 C 0.1031(3) 0.57431(12) 0.9586(4) 0.0295(8) Uani 1 1 d . . .
H13A H 0.1183 0.5749 1.0607 0.035 Uiso 1 1 calc R . .
H13B H 0.0360 0.5753 0.8987 0.035 Uiso 1 1 calc R . .
C14 C 0.1430(3) 0.62375(13) 0.9276(4) 0.0370(9) Uani 1 1 d . . .
H14A H 0.2096 0.6228 0.9854 0.055 Uiso 1 1 calc R . .
H14B H 0.1200 0.6554 0.9523 0.055 Uiso 1 1 calc R . .
H14C H 0.1250 0.6247 0.8253 0.055 Uiso 1 1 calc R . .
C15 C 0.0410(2) 0.25034(11) 0.5615(3) 0.0166(6) Uani 1 1 d . . .
H15 H 0.0132 0.2598 0.6171 0.020 Uiso 1 1 calc R . .
C16 C -0.0124(2) 0.25029(11) 0.4125(3) 0.0164(6) Uani 1 1 d . . .
H16 H -0.0751 0.2594 0.3680 0.020 Uiso 1 1 calc R . .
C17 C 0.0271(2) 0.23681(11) 0.3298(3) 0.0152(6) Uani 1 1 d . . .
C18 C 0.1196(2) 0.22337(11) 0.4010(3) 0.0148(6) Uani 1 1 d . . .
H18 H 0.1492 0.2140 0.3481 0.018 Uiso 1 1 calc R . .
C19 C 0.1669(2) 0.22408(11) 0.5495(3) 0.0152(6) Uani 1 1 d . . .
H19 H 0.2293 0.2143 0.5970 0.018 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
_geom_angle_publ_flag
O4 Cu1 O3 88.16(9) . . y
O4 Cu1 O1 169.10(8) . . y
O3 Cu1 O1 90.26(9) . . y
O4 Cu1 O2 91.97(9) . . y
O3 Cu1 O2 169.06(8) . . y
O1 Cu1 O2 87.55(9) . . y
O4 Cu1 N1 95.08(9) . . y
O3 Cu1 N1 97.35(9) . . y
O1 Cu1 N1 95.81(9) . . y
O2 Cu1 N1 93.54(9) . . y
O4 Cu1 Cu1 83.03(6) . 7_557 y
O3 Cu1 Cu1 84.81(6) . 7_557 y
O1 Cu1 Cu1 86.10(6) . 7_557 y
O2 Cu1 Cu1 84.35(6) . 7_557 y
N1 Cu1 Cu1 177.10(7) . 7_557 y
C1 O1 Cu1 120.67(19) . . ?
C8 O2 Cu1 123.01(19) . . ?
C8 O3 Cu1 122.38(19) 7_557 . ?
C1 O4 Cu1 124.63(19) 7_557 . ?
C15 N1 C19 117.3(3) . . ?
C15 N1 Cu1 119.79(19) . . ?
C19 N1 Cu1 122.8(2) . . ?
O4 C1 O1 124.9(3) 7_557 . ?
O4 C1 C2 116.7(3) 7_557 . ?
O1 C1 C2 118.4(3) . . ?
C1 C2 C3 115.1(3) . . ?
C1 C2 H2A 108.5 . . ?
C3 C2 H2A 108.5 . . ?
C1 C2 H2B 108.5 . . ?
C3 C2 H2B 108.5 . . ?
H2A C2 H2B 107.5 . . ?
C2 C3 C4 114.9(3) . . ?
C2 C3 H3A 108.5 . . ?
C4 C3 H3A 108.5 . . ?
C2 C3 H3B 108.5 . . ?
C4 C3 H3B 108.5 . . ?
H3A C3 H3B 107.5 . . ?
C5 C4 C3 114.8(3) . . ?
C5 C4 H4A 108.6 . . ?
C3 C4 H4A 108.6 . . ?
C5 C4 H4B 108.6 . . ?
C3 C4 H4B 108.6 . . ?
H4A C4 H4B 107.5 . . ?
C4 C5 C6 112.2(3) . . ?
C4 C5 H5A 109.2 . . ?
C6 C5 H5A 109.2 . . ?
C4 C5 H5B 109.2 . . ?
C6 C5 H5B 109.2 . . ?
H5A C5 H5B 107.9 . . ?
C7 C6 C5 113.7(3) . . ?
C7 C6 H6A 108.8 . . ?
C5 C6 H6A 108.8 . . ?
C7 C6 H6B 108.8 . . ?
C5 C6 H6B 108.8 . . ?
H6A C6 H6B 107.7 . . ?
C6 C7 H7A 109.5 . . ?
C6 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C6 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
O2 C8 O3 124.9(3) . 7_557 ?
O2 C8 C9 118.0(3) . . ?
O3 C8 C9 117.0(3) 7_557 . ?
C8 C9 C10 110.1(3) . . ?
C8 C9 H9A 109.6 . . ?
C10 C9 H9A 109.6 . . ?
C8 C9 H9B 109.6 . . ?
C10 C9 H9B 109.6 . . ?
H9A C9 H9B 108.2 . . ?
C11 C10 C9 112.6(3) . . ?
C11 C10 H10A 109.1 . . ?
C9 C10 H10A 109.1 . . ?
C11 C10 H10B 109.1 . . ?
C9 C10 H10B 109.1 . . ?
H10A C10 H10B 107.8 . . ?
C10 C11 C12 114.2(3) . . ?
C10 C11 H11A 108.7 . . ?
C12 C11 H11A 108.7 . . ?
C10 C11 H11B 108.7 . . ?
C12 C11 H11B 108.7 . . ?
H11A C11 H11B 107.6 . . ?
C13 C12 C11 112.5(3) . . ?
C13 C12 H12A 109.1 . . ?
C11 C12 H12A 109.1 . . ?
C13 C12 H12B 109.1 . . ?
C11 C12 H12B 109.1 . . ?
H12A C12 H12B 107.8 . . ?
C12 C13 C14 113.4(3) . . ?
C12 C13 H13A 108.9 . . ?
C14 C13 H13A 108.9 . . ?
C12 C13 H13B 108.9 . . ?
C14 C13 H13B 108.9 . . ?
H13A C13 H13B 107.7 . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
N1 C15 C16 123.4(3) . . ?
N1 C15 H15 118.3 . . ?
C16 C15 H15 118.3 . . ?
C17 C16 C15 119.1(3) . . ?
C17 C16 H16 120.5 . . ?
C15 C16 H16 120.5 . . ?
C16 C17 C18 118.1(3) . . ?
C16 C17 C17 120.9(3) . 2 ?
C18 C17 C17 121.0(3) . 2 ?
C19 C18 C17 118.7(3) . . ?
C19 C18 H18 120.6 . . ?
C17 C18 H18 120.6 . . ?
N1 C19 C18 123.5(3) . . ?
N1 C19 H19 118.2 . . ?
C18 C19 H19 118.2 . . ?
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 O4 1.971(2) . y
Cu1 O3 1.973(2) . y
Cu1 O1 1.974(2) . y
Cu1 O2 1.975(2) . y
Cu1 N1 2.146(2) . y
Cu1 Cu1 2.6145(8) 7_557 y
O1 C1 1.269(4) . ?
O2 C8 1.263(3) . ?
O3 C8 1.266(3) 7_557 ?
O4 C1 1.259(4) 7_557 ?
N1 C15 1.334(4) . ?
N1 C19 1.346(4) . ?
C1 O4 1.259(4) 7_557 ?
C1 C2 1.507(4) . ?
C2 C3 1.522(4) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 C4 1.528(4) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 C5 1.520(5) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 C6 1.525(4) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 C7 1.524(5) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 O3 1.266(3) 7_557 ?
C8 C9 1.504(4) . ?
C9 C10 1.535(4) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 C11 1.521(4) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 C12 1.532(4) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 C13 1.519(4) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 C14 1.530(5) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 C16 1.391(4) . ?
C15 H15 0.9500 . ?
C16 C17 1.385(4) . ?
C16 H16 0.9500 . ?
C17 C18 1.400(4) . ?
C17 C17 1.486(6) 2 ?
C18 C19 1.381(4) . ?
C18 H18 0.9500 . ?
C19 H19 0.9500 . ?
