#------------------------------------------------------------------------------
#$Date: 2016-02-20 22:30:07 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176789 $
#$URL: svn://www.crystallography.net/cod/cif/2/22/27/2222790.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2222790
loop_
_publ_author_name
'Niu, Cao-Yuan'
'Dang, Yu-Li'
'Wan, Xin-Sheng'
'Kou, Chun-Hong'
_publ_section_title
;
 Dichlorido(2,9-diethoxy-1,10-phenanthroline-κ²N,N')zinc(II)
;
_journal_coeditor_code           LH2850
_journal_issue                   8
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m860
_journal_paper_doi               10.1107/S1600536809024490
_journal_volume                  65
_journal_year                    2009
_chemical_formula_iupac          '[Zn Cl2 (C16 H16 N2 O2)]'
_chemical_formula_moiety         'C16 H16 Cl2 N2 O2 Zn'
_chemical_formula_sum            'C16 H16 Cl2 N2 O2 Zn'
_chemical_formula_weight         404.58
_chemical_name_systematic
;
Dichlorido(2,9-diethoxy-1,10-phenanthroline-κ²N,N')zinc(II)
;
_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            4
_cell_length_a                   13.255(3)
_cell_length_b                   7.4403(15)
_cell_length_c                   17.874(4)
_cell_measurement_reflns_used    398
_cell_measurement_temperature    291(2)
_cell_measurement_theta_max      25.1
_cell_measurement_theta_min      2
_cell_volume                     1762.8(7)
_computing_cell_refinement       'SAINT (Siemens, 1994)'
_computing_data_collection       'SMART (Siemens, 1996)'
_computing_data_reduction        'SAINT (Siemens, 1994)'
_computing_molecular_graphics
;
SHELXL97 (Sheldrick, 2008) and DIAMOND (Brandenburg, 2005)
;
_computing_publication_material  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      291(2)
_diffrn_detector_area_resol_mean 0
_diffrn_measured_fraction_theta_full 0.983
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measurement_device_type  'Bruker APEX-II CCD detector'
_diffrn_measurement_method       'Oscillation frames'
_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  0.0516
_diffrn_reflns_av_sigmaI/netI    0.0513
_diffrn_reflns_limit_h_max       0
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            5148
_diffrn_reflns_theta_full        25.49
_diffrn_reflns_theta_max         25.49
_diffrn_reflns_theta_min         1.91
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.705
_exptl_absorpt_correction_T_max  0.7603
_exptl_absorpt_correction_T_min  0.7267
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.524
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Prismatic
_exptl_crystal_F_000             824
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.17
_refine_diff_density_max         0.344
_refine_diff_density_min         -0.576
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.081
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     136
_refine_ls_number_reflns         1741
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.081
_refine_ls_R_factor_all          0.0879
_refine_ls_R_factor_gt           0.0476
_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)+(0.042P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0800
_refine_ls_wR_factor_ref         0.0888
_reflns_number_gt                1303
_reflns_number_total             1741
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            lh2850.cif
_cod_data_source_block           I
_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 

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_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_cell_volume        1762.7(6)
_cod_database_code               2222790
_cod_database_fobs_code          2222790
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_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn Zn1 -0.76441(4) 0.2500 0.40645(3) 0.03224(18) Uani d S 1 . .
Cl Cl1 -0.72431(7) -0.00599(12) 0.35222(5) 0.0513(3) Uani d . 1 . .
O O1 -0.9753(2) 0.2500 0.33493(19) 0.0549(10) Uani d S 1 . .
O O2 -0.5679(2) 0.2500 0.51182(18) 0.0441(9) Uani d S 1 . .
N N1 -0.9098(2) 0.2500 0.4479(2) 0.0326(9) Uani d S 1 . .
N N2 -0.7355(2) 0.2500 0.5230(2) 0.0330(9) Uani d S 1 . .
C C1 -0.9938(3) 0.2500 0.4084(3) 0.0409(12) Uani d S 1 . .
C C2 -1.0897(3) 0.2500 0.4426(3) 0.0464(14) Uani d S 1 . .
H H2A -1.1480 0.2500 0.4136 0.056 Uiso calc SR 1 . .
C C3 -1.0957(4) 0.2500 0.5183(3) 0.0512(15) Uani d S 1 . .
H H3A -1.1585 0.2500 0.5415 0.061 Uiso calc SR 1 . .
C C4 -1.0068(4) 0.2500 0.5625(3) 0.0425(13) Uani d S 1 . .
C C5 -0.9155(3) 0.2500 0.5242(3) 0.0325(11) Uani d S 1 . .
C C6 -0.8217(3) 0.2500 0.5640(3) 0.0327(11) Uani d S 1 . .
C C7 -0.8228(4) 0.2500 0.6423(3) 0.0411(12) Uani d S 1 . .
C C8 -0.7279(4) 0.2500 0.6775(3) 0.0530(14) Uani d S 1 . .
H H8A -0.7244 0.2500 0.7295 0.064 Uiso calc SR 1 . .
C C9 -0.6412(4) 0.2500 0.6367(3) 0.0489(15) Uani d S 1 . .
H H9A -0.5787 0.2500 0.6604 0.059 Uiso calc SR 1 . .
C C10 -0.6474(3) 0.2500 0.5576(3) 0.0382(13) Uani d S 1 . .
C C11 -1.0056(4) 0.2500 0.6427(3) 0.0576(16) Uani d S 1 . .
H H11A -1.0663 0.2500 0.6689 0.069 Uiso calc SR 1 . .
C C12 -0.9174(4) 0.2500 0.6808(3) 0.0537(15) Uani d S 1 . .
H H12A -0.9183 0.2500 0.7329 0.064 Uiso calc SR 1 . .
C C13 -1.0535(4) 0.2500 0.2795(3) 0.0527(15) Uani d S 1 . .
H H13A -1.0956 0.3561 0.2843 0.063 Uiso calc PR 0.50 . .
H H13B -1.0956 0.1439 0.2843 0.063 Uiso calc PR 0.50 . .
C C14 -0.9988(4) 0.2500 0.2065(3) 0.081(2) Uani d S 1 . .
H H14A -1.0468 0.2500 0.1663 0.122 Uiso calc SR 1 . .
H H14B -0.9572 0.1446 0.2032 0.122 Uiso calc PR 0.50 . .
H H14C -0.9572 0.3554 0.2032 0.122 Uiso calc PR 0.50 . .
C C15 -0.4675(3) 0.2500 0.5431(3) 0.0578(17) Uani d S 1 . .
H H15A -0.4576 0.1442 0.5740 0.069 Uiso calc PR 0.50 . .
H H15B -0.4576 0.3558 0.5740 0.069 Uiso calc PR 0.50 . .
C C16 -0.3943(4) 0.2500 0.4794(3) 0.0608(17) Uani d S 1 . .
H H16A -0.3266 0.2500 0.4987 0.091 Uiso calc SR 1 . .
H H16B -0.4046 0.3554 0.4494 0.091 Uiso calc PR 0.50 . .
H H16C -0.4046 0.1446 0.4494 0.091 Uiso calc PR 0.50 . .
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'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 '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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
N1 Zn1 N2 . . 79.43(13) y
N1 Zn1 Cl1 . . 112.53(5) y
N2 Zn1 Cl1 . . 112.90(4) y
N1 Zn1 Cl1 . 7_565 112.53(5) y
N2 Zn1 Cl1 . 7_565 112.90(4) y
Cl1 Zn1 Cl1 . 7_565 119.74(6) y
C1 O1 C13 . . 123.1(4) ?
C10 O2 C15 . . 119.3(4) ?
C1 N1 C5 . . 119.2(4) ?
C1 N1 Zn1 . . 126.6(3) ?
C5 N1 Zn1 . . 114.2(3) ?
C10 N2 C6 . . 119.4(4) ?
C10 N2 Zn1 . . 128.4(3) ?
C6 N2 Zn1 . . 112.3(3) ?
N1 C1 O1 . . 111.8(4) ?
N1 C1 C2 . . 122.0(5) ?
O1 C1 C2 . . 126.3(4) ?
C3 C2 C1 . . 119.0(5) ?
C3 C2 H2A . . 120.5 ?
C1 C2 H2A . . 120.5 ?
C2 C3 C4 . . 120.5(5) ?
C2 C3 H3A . . 119.7 ?
C4 C3 H3A . . 119.7 ?
C5 C4 C3 . . 116.6(5) ?
C5 C4 C11 . . 118.9(5) ?
C3 C4 C11 . . 124.5(5) ?
N1 C5 C4 . . 122.7(4) ?
N1 C5 C6 . . 116.6(4) ?
C4 C5 C6 . . 120.7(5) ?
N2 C6 C7 . . 123.3(4) ?
N2 C6 C5 . . 117.5(4) ?
C7 C6 C5 . . 119.2(4) ?
C6 C7 C8 . . 116.0(4) ?
C6 C7 C12 . . 119.3(5) ?
C8 C7 C12 . . 124.6(5) ?
C9 C8 C7 . . 121.0(4) ?
C9 C8 H8A . . 119.5 ?
C7 C8 H8A . . 119.5 ?
C8 C9 C10 . . 119.1(5) ?
C8 C9 H9A . . 120.5 ?
C10 C9 H9A . . 120.5 ?
N2 C10 O2 . . 114.2(4) ?
N2 C10 C9 . . 121.3(4) ?
O2 C10 C9 . . 124.5(4) ?
C12 C11 C4 . . 120.8(5) ?
C12 C11 H11A . . 119.6 ?
C4 C11 H11A . . 119.6 ?
C11 C12 C7 . . 121.0(5) ?
C11 C12 H12A . . 119.5 ?
C7 C12 H12A . . 119.5 ?
O1 C13 C14 . . 104.6(4) ?
O1 C13 H13A . . 110.8 ?
C14 C13 H13A . . 110.8 ?
O1 C13 H13B . . 110.8 ?
C14 C13 H13B . . 110.8 ?
H13A C13 H13B . . 108.9 ?
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 ?
O2 C15 C16 . . 107.6(4) ?
O2 C15 H15A . . 110.2 ?
C16 C15 H15A . . 110.2 ?
O2 C15 H15B . . 110.2 ?
C16 C15 H15B . . 110.2 ?
H15A C15 H15B . . 108.5 ?
C15 C16 H16A . . 109.5 ?
C15 C16 H16B . . 109.5 ?
H16A C16 H16B . . 109.5 ?
C15 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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Zn1 N1 . 2.065(3) y
Zn1 N2 . 2.118(4) y
Zn1 Cl1 . 2.2022(10) y
Zn1 Cl1 7_565 2.2022(10) y
O1 C1 . 1.336(6) ?
O1 C13 . 1.434(5) ?
O2 C10 . 1.335(5) ?
O2 C15 . 1.443(5) ?
N1 C1 . 1.318(5) ?
N1 C5 . 1.366(6) ?
N2 C10 . 1.322(5) ?
N2 C6 . 1.358(5) ?
C1 C2 . 1.410(6) ?
C2 C3 . 1.356(7) ?
C2 H2A . 0.9300 ?
C3 C4 . 1.418(7) ?
C3 H3A . 0.9300 ?
C4 C5 . 1.390(6) ?
C4 C11 . 1.434(7) ?
C5 C6 . 1.433(6) ?
C6 C7 . 1.400(6) ?
C7 C8 . 1.406(7) ?
C7 C12 . 1.431(7) ?
C8 C9 . 1.362(7) ?
C8 H8A . 0.9300 ?
C9 C10 . 1.415(6) ?
C9 H9A . 0.9300 ?
C11 C12 . 1.353(7) ?
C11 H11A . 0.9300 ?
C12 H12A . 0.9300 ?
C13 C14 . 1.493(7) ?
C13 H13A . 0.9700 ?
C13 H13B . 0.9700 ?
C14 H14A . 0.9600 ?
C14 H14B . 0.9600 ?
C14 H14C . 0.9600 ?
C15 C16 . 1.496(7) ?
C15 H15A . 0.9700 ?
C15 H15B . 0.9700 ?
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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
N2 Zn1 N1 C1 . . . . 180.0 ?
Cl1 Zn1 N1 C1 . . . . -69.44(5) ?
Cl1 Zn1 N1 C1 7_565 . . . 69.44(5) ?
N2 Zn1 N1 C5 . . . . 0.0 ?
Cl1 Zn1 N1 C5 . . . . 110.56(5) ?
Cl1 Zn1 N1 C5 7_565 . . . -110.56(5) ?
N1 Zn1 N2 C10 . . . . 180.0 ?
Cl1 Zn1 N2 C10 . . . . 69.87(5) ?
Cl1 Zn1 N2 C10 7_565 . . . -69.87(5) ?
N1 Zn1 N2 C6 . . . . 0.0 ?
Cl1 Zn1 N2 C6 . . . . -110.13(5) ?
Cl1 Zn1 N2 C6 7_565 . . . 110.13(5) ?
C5 N1 C1 O1 . . . . 180.0 ?
Zn1 N1 C1 O1 . . . . 0.0 ?
C5 N1 C1 C2 . . . . 0.0 ?
Zn1 N1 C1 C2 . . . . 180.0 ?
C13 O1 C1 N1 . . . . 180.0 ?
C13 O1 C1 C2 . . . . 0.0 ?
N1 C1 C2 C3 . . . . 0.0000(10) ?
O1 C1 C2 C3 . . . . 180.0 ?
C1 C2 C3 C4 . . . . 0.0000(10) ?
C2 C3 C4 C5 . . . . 0.0000(10) ?
C2 C3 C4 C11 . . . . 180.0000(10) ?
C1 N1 C5 C4 . . . . 0.0000(10) ?
Zn1 N1 C5 C4 . . . . 180.0 ?
C1 N1 C5 C6 . . . . 180.0 ?
Zn1 N1 C5 C6 . . . . 0.0 ?
C3 C4 C5 N1 . . . . 0.0 ?
C11 C4 C5 N1 . . . . 180.0 ?
C3 C4 C5 C6 . . . . 180.0 ?
C11 C4 C5 C6 . . . . 0.0000(10) ?
C10 N2 C6 C7 . . . . 0.0000(10) ?
Zn1 N2 C6 C7 . . . . 180.0 ?
C10 N2 C6 C5 . . . . 180.0 ?
Zn1 N2 C6 C5 . . . . 0.0 ?
N1 C5 C6 N2 . . . . 0.0 ?
C4 C5 C6 N2 . . . . 180.0 ?
N1 C5 C6 C7 . . . . 180.0000(10) ?
C4 C5 C6 C7 . . . . 0.0000(10) ?
N2 C6 C7 C8 . . . . 0.0000(10) ?
C5 C6 C7 C8 . . . . 180.0000(10) ?
N2 C6 C7 C12 . . . . 180.0000(10) ?
C5 C6 C7 C12 . . . . 0.0000(10) ?
C6 C7 C8 C9 . . . . 0.0000(10) ?
C12 C7 C8 C9 . . . . 180.0000(10) ?
C7 C8 C9 C10 . . . . 0.0000(10) ?
C6 N2 C10 O2 . . . . 180.0 ?
Zn1 N2 C10 O2 . . . . 0.0 ?
C6 N2 C10 C9 . . . . 0.0000(10) ?
Zn1 N2 C10 C9 . . . . 180.0 ?
C15 O2 C10 N2 . . . . 180.0 ?
C15 O2 C10 C9 . . . . 0.0000(10) ?
C8 C9 C10 N2 . . . . 0.0000(10) ?
C8 C9 C10 O2 . . . . 180.0000(10) ?
C5 C4 C11 C12 . . . . 0.0000(10) ?
C3 C4 C11 C12 . . . . 180.0000(10) ?
C4 C11 C12 C7 . . . . 0.000(2) ?
C6 C7 C12 C11 . . . . 0.000(2) ?
C8 C7 C12 C11 . . . . 180.0000(10) ?
C1 O1 C13 C14 . . . . 180.0 ?
C10 O2 C15 C16 . . . . 180.0 ?
