#------------------------------------------------------------------------------
#$Date: 2016-02-20 00:18:51 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176760 $
#$URL: svn://www.crystallography.net/cod/cif/2/01/21/2012111.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_2012111
loop_
_publ_author_name
'Xu, Qiang'
'Du, Miao'
'Guo, Ya-Mei'
'Bu, Xian-He'
_publ_section_title
;Bis{μ-2-[(1,5-diaza-1-cyclooctyl)methyl]phenolato-N,N',O:O}bis[chlorozinc(II)]
 diacetone solvate: design of a square-pyramidal ZnN₂O₂Cl complex
;
_journal_issue                   8
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              893
_journal_page_last               894
_journal_paper_doi               10.1107/S0108270101007004
_journal_volume                  57
_journal_year                    2001
_chemical_formula_iupac          '[Zn2 (C13 H19 N2 O)2 Cl2 ] , 2C3 H6 O '
_chemical_formula_moiety         'C26 H38 Cl2 N4 O2  Zn2 , 2C3 H6 O2'
_chemical_formula_sum            'C32 H50 Cl2 N4 O4 Zn2'
_chemical_formula_weight         756.40
_chemical_name_systematic
' Bis[chloro(1-(2-hydroxybenzyl)-1,5-diazacyclooctane) zinc(II) acetone]'
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_cell_angle_alpha                115.254(3)
_cell_angle_beta                 99.964(3)
_cell_angle_gamma                106.135(3)
_cell_formula_units_Z            1
_cell_length_a                   8.8173(14)
_cell_length_b                   10.8916(17)
_cell_length_c                   11.2986(17)
_cell_measurement_reflns_used    3683
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      25.02
_cell_measurement_theta_min      2.12
_cell_volume                     888.0(2)
_computing_cell_refinement       SMART
_computing_data_collection       'SMART (Bruker, 1998)'
_computing_data_reduction        'SAINT (Bruker, 1998)'
_computing_molecular_graphics    'XP (Bruker, 1998)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_measured_fraction_theta_full 1.0
_diffrn_measured_fraction_theta_max .99
_diffrn_measurement_device       'BRUKER SMART 1000'
_diffrn_measurement_method       ω
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     .71073
_diffrn_reflns_av_R_equivalents  .0171
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            3735
_diffrn_reflns_theta_full        22.90
_diffrn_reflns_theta_max         25.02
_diffrn_standards_decay_%        none
_diffrn_standards_interval_count none
_diffrn_standards_number         none
_exptl_absorpt_coefficient_mu    1.541
_exptl_absorpt_correction_T_max  .8612
_exptl_absorpt_correction_T_min  .6550
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SAINT (Bruker, 1998) and SADABS (Sheldrick, 1996)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.414
_exptl_crystal_density_meas      ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             396
_exptl_crystal_size_max          .30
_exptl_crystal_size_mid          .15
_exptl_crystal_size_min          .10
_refine_diff_density_max         .269
_refine_diff_density_min         -.292
_refine_ls_extinction_coef       none
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.020
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_parameters     199
_refine_ls_number_reflns         3129
_refine_ls_R_factor_gt           .0298
_refine_ls_shift/su_max          .005
_refine_ls_shift/su_mean         .001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0494P)²+0.0111P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         .0750
_reflns_number_gt                2718
_reflns_number_total             3129
_reflns_threshold_expression     I>2.0σ(I)
_cod_data_source_file            bj1029.cif
_cod_data_source_block           I
_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 

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_values 1715 2011-07-08 13:25:40Z adriana 

The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'not measured' was changed to '?'
- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 
;
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               2012111
_cod_database_fobs_code          2012111
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_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
_atom_site_type_symbol
Zn1 .00206(3) .53107(3) .15105(3) .03281(11) Uani d . 1 . . Zn
Cl1 .18300(9) .45530(9) .24277(8) .0604(2) Uani d . 1 . . Cl
N1 .0064(2) .7367(2) .28977(19) .0358(4) Uani d . 1 . . N
H1C .0909 .8064 .2887 .043 Uiso calc R 1 . . H
N2 -.2151(2) .4500(2) .21253(19) .0338(4) Uani d . 1 . . N
O1 .13497(19) .61957(17) .04810(16) .0385(4) Uani d . 1 . . O
C1 -.1490(3) .7601(3) .2500(3) .0452(6) Uani d . 1 . . C
H1A -.1276 .8249 .2114 .054 Uiso calc R 1 . . H
H1B -.1756 .8097 .3331 .054 Uiso calc R 1 . . H
C2 -.3007(3) .6176(3) .1446(3) .0431(6) Uani d . 1 . . C
H2A -.3957 .6431 .1258 .052 Uiso calc R 1 . . H
H2B -.2776 .5744 .0585 .052 Uiso calc R 1 . . H
C3 -.3514(3) .5010(3) .1859(2) .0400(6) Uani d . 1 . . C
H3A -.3811 .5409 .2690 .048 Uiso calc R 1 . . H
H3B -.4498 .4169 .1124 .048 Uiso calc R 1 . . H
C4 -.1454(3) .4987(3) .3624(2) .0448(6) Uani d . 1 . . C
H4A -.0529 .4688 .3757 .054 Uiso calc R 1 . . H
H4B -.2312 .4486 .3883 .054 Uiso calc R 1 . . H
C5 -.0839(3) .6646(3) .4583(2) .0471(6) Uani d . 1 . . C
H5A -.1790 .6922 .4496 .056 Uiso calc R 1 . . H
H5B -.0429 .6861 .5533 .056 Uiso calc R 1 . . H
C6 .0531(3) .7618(3) .4340(2) .0447(6) Uani d . 1 . . C
H6A .0794 .8646 .4988 .054 Uiso calc R 1 . . H
H6B .1534 .7432 .4532 .054 Uiso calc R 1 . . H
C7 -.2738(3) .2861(3) .1307(2) .0405(6) Uani d . 1 . . C
H7A -.3500 .2426 .1677 .049 Uiso calc R 1 . . H
H7B -.1781 .2597 .1422 .049 Uiso calc R 1 . . H
C8 .2884(3) .7278(2) .1034(2) .0335(5) Uani d . 1 . . C
C9 .3813(3) .7947(3) .2442(2) .0398(6) Uani d . 1 . . C
H9A .3370 .7600 .2982 .048 Uiso calc R 1 . . H
C10 .5366(3) .9104(3) .3058(3) .0439(6) Uani d . 1 . . C
H10A .5937 .9541 .4002 .053 Uiso calc R 1 . . H
C11 .6063(3) .9608(3) .2262(3) .0451(6) Uani d . 1 . . C
H11A .7103 1.0391 .2664 .054 Uiso calc R 1 . . H
C12 .5194(3) .8930(3) .0862(3) .0433(6) Uani d . 1 . . C
H12A .5684 .9251 .0325 .052 Uiso calc R 1 . . H
C13 .3613(3) .7787(2) .0223(2) .0351(5) Uani d . 1 . . C
C14 .4178(5) .2542(4) .3898(5) .1026(15) Uani d . 1 . . C
H14A .4629 .2777 .4841 .154 Uiso calc R 1 . . H
H14B .3936 .3346 .3891 .154 Uiso calc R 1 . . H
H14C .4982 .2382 .3438 .154 Uiso calc R 1 . . H
C15 .2624(5) .1190(3) .3168(4) .0653(9) Uani d . 1 . . C
C16 .1757(7) .0649(5) .1698(5) .1132(16) Uani d . 1 . . C
H16A .0775 -.0234 .1339 .170 Uiso calc R 1 . . H
H16B .2494 .0437 .1178 .170 Uiso calc R 1 . . H
H16C .1435 .1391 .1619 .170 Uiso calc R 1 . . H
O2 .2075(3) .0548(2) .3747(3) .0780(7) Uani d . 1 . . O
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C .0033 .0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H .0000 .0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N .0061 .0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O .0106 .0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl .1484 .1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn .2839 1.4301 '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
O1 Zn1 N1 2_565 . 133.30(7) yes
O1 Zn1 O1 2_565 . 79.08(7) yes
N1 Zn1 O1 . . 92.62(7) yes
O1 Zn1 N2 2_565 . 89.13(7) yes
N1 Zn1 N2 . . 81.63(7) yes
O1 Zn1 N2 . . 157.62(7) yes
O1 Zn1 Cl1 2_565 . 111.63(5) yes
N1 Zn1 Cl1 . . 115.04(6) yes
O1 Zn1 Cl1 . . 102.18(5) yes
N2 Zn1 Cl1 . . 99.84(5) yes
C6 N1 C1 . . 112.69(19) no
C6 N1 Zn1 . . 109.81(14) no
C1 N1 Zn1 . . 114.51(14) no
C7 N2 C4 . . 108.39(18) no
C7 N2 C3 . . 112.05(18) no
C4 N2 C3 . . 111.66(18) no
C7 N2 Zn1 . . 103.64(14) no
C4 N2 Zn1 . . 106.29(14) no
C3 N2 Zn1 . . 114.28(14) no
C8 O1 Zn1 . 2_565 130.14(14) no
C8 O1 Zn1 . . 127.40(14) no
Zn1 O1 Zn1 2_565 . 100.92(7) yes
N1 C1 C2 . . 113.82(19) no
C3 C2 C1 . . 116.4(2) no
N2 C3 C2 . . 112.45(19) no
N2 C4 C5 . . 113.8(2) no
C6 C5 C4 . . 116.3(2) no
N1 C6 C5 . . 113.4(2) no
N2 C7 C13 . 2_565 113.62(19) no
O1 C8 C9 . . 120.9(2) no
O1 C8 C13 . . 121.4(2) no
C9 C8 C13 . . 117.8(2) no
C10 C9 C8 . . 122.4(2) no
C11 C10 C9 . . 119.5(2) no
C12 C11 C10 . . 119.0(2) no
C11 C12 C13 . . 122.6(2) no
C12 C13 C8 . . 118.7(2) no
C12 C13 C7 . 2_565 118.9(2) no
C8 C13 C7 . 2_565 122.5(2) no
O2 C15 C16 . . 121.0(4) no
O2 C15 C14 . . 121.7(4) no
C16 C15 C14 . . 117.3(4) no
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 O1 2_565 2.0056(15) yes
Zn1 N1 . 2.0998(19) yes
Zn1 O1 . 2.1109(16) yes
Zn1 N2 . 2.2298(19) yes
Zn1 Cl1 . 2.2781(7) yes
N1 C6 . 1.491(3) no
N1 C1 . 1.492(3) no
N2 C7 . 1.491(3) no
N2 C4 . 1.489(3) no
N2 C3 . 1.494(3) no
O1 C8 . 1.343(3) no
O1 Zn1 2_565 2.0056(15) no
C1 C2 . 1.528(3) no
C2 C3 . 1.514(3) no
C4 C5 . 1.522(4) no
C5 C6 . 1.519(4) no
C7 C13 2_565 1.509(3) no
C8 C9 . 1.400(3) no
C8 C13 . 1.414(3) no
C9 C10 . 1.381(3) no
C10 C11 . 1.384(4) no
C11 C12 . 1.380(4) no
C12 C13 . 1.391(3) no
C13 C7 2_565 1.509(3) no
C14 C15 . 1.476(5) no
C15 O2 . 1.210(4) no
C15 C16 . 1.471(5) no
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
N1 H1C O2 1_565 .910 2.278 3.038(3) 140.85 yes
