#------------------------------------------------------------------------------
#$Date: 2016-02-20 05:06:23 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176774 $
#$URL: svn://www.crystallography.net/cod/cif/2/20/08/2200840.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_2200840
loop_
_publ_author_name
'Näther, Christian'
'Wriedt, Mario'
'Jeß, Inke'
_publ_section_title
;
 Dibromotetrakis(4-methylimidazole)copper(II) dihydrate
;
_journal_issue                   3
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m107
_journal_page_last               m109
_journal_paper_doi               10.1107/S1600536802002799
_journal_volume                  58
_journal_year                    2002
_chemical_formula_iupac          '[Cu Br2 (C4 H6 N2)4], 2H2 O'
_chemical_formula_moiety         'C16 H24 Br2 Cu N8, 2H2 O'
_chemical_formula_sum            'C16 H28 Br2 Cu N8 O2'
_chemical_formula_weight         587.82
_chemical_name_common
;
Dibromo-tetrakis(4-methylimidazole)copper(II) dihydrate
;
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                94.854(13)
_cell_angle_beta                 100.87(2)
_cell_angle_gamma                116.933(13)
_cell_formula_units_Z            2
_cell_length_a                   9.891(2)
_cell_length_b                   10.613(2)
_cell_length_c                   13.063(3)
_cell_measurement_reflns_used    78
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      18
_cell_measurement_theta_min      10
_cell_volume                     1177.7(5)
_computing_cell_refinement       DIF4
_computing_data_collection       'DIF4 (Stoe & Cie, 1992)'
_computing_data_reduction        'REDU4 (Stoe & Cie, 1992)'
_computing_molecular_graphics    'XP in SHELXTL (Bruker, 1998)'
_computing_publication_material  'CIFTAB in SHELXL97'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full .999
_diffrn_measured_fraction_theta_max .999
_diffrn_measurement_device_type  'AED-II four-circle'
_diffrn_measurement_method       ω-θ
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     .71073
_diffrn_reflns_av_R_equivalents  .0365
_diffrn_reflns_av_sigmaI/netI    .0547
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            6010
_diffrn_reflns_theta_full        28.03
_diffrn_reflns_theta_max         28.03
_diffrn_reflns_theta_min         1.62
_diffrn_standards_decay_%        none
_diffrn_standards_interval_time  120
_diffrn_standards_number         4
_exptl_absorpt_coefficient_mu    4.348
_exptl_absorpt_correction_T_max  .8813
_exptl_absorpt_correction_T_min  .6869
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details   '(X-SHAPE; Stoe & Cie, 1998)'
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.658
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             590
_exptl_crystal_size_max          .14
_exptl_crystal_size_mid          .08
_exptl_crystal_size_min          .06
_refine_diff_density_max         1.336
_refine_diff_density_min         -1.217
_refine_ls_extinction_coef       .0052(8)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL97
_refine_ls_goodness_of_fit_ref   1.014
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     274
_refine_ls_number_reflns         5686
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.014
_refine_ls_R_factor_all          .0926
_refine_ls_R_factor_gt           .0425
_refine_ls_shift/su_max          .001
_refine_ls_shift/su_mean         .000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[σ²(Fo²)+(0.0519P)²+0.8939P] where P = (Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          .0980
_refine_ls_wR_factor_ref         .1111
_reflns_number_gt                3712
_reflns_number_total             5686
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            bt6112.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc w =
1/[\s^2^(Fo^2^)+(0.0519P)^2^+0.8939P] where P = (Fo^2^+2Fc^2^)/3' was
changed to 'calc'. New tag '_refine_ls_weighting_details' was
created. The value of the new tag was set to 'w =
1/[\s^2^(Fo^2^)+(0.0519P)^2^+0.8939P] where P = (Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        1177.8(4)
_cod_database_code               2200840
_cod_database_fobs_code          2200840
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
Cu1 .5000 .0000 .5000 .0419(2) Uani d S 1 . . Cu
Br1 .25630(6) .10068(5) .57013(4) .05603(16) Uani d . 1 . . Br
N1 .6720(4) .1239(3) .6299(2) .0353(7) Uani d . 1 . . N
C1 .6837(5) .2437(4) .6866(3) .0393(9) Uani d . 1 . . C
H1 .6099 .2757 .6728 .047 Uiso calc R 1 . . H
C2 .8175(5) .3098(4) .7657(3) .0373(9) Uani d . 1 . . C
N2 .8888(4) .2278(3) .7558(3) .0401(8) Uani d . 1 . . N
H2N .9772 .2440 .7954 .048 Uiso calc R 1 . . H
C3 .7987(5) .1175(4) .6740(3) .0423(10) Uani d . 1 . . C
H3 .8225 .0463 .6515 .051 Uiso calc R 1 . . H
C4 .8862(7) .4420(5) .8492(4) .0601(13) Uani d . 1 . . C
H4A .8042 .4607 .8626 .090 Uiso calc R 1 . . H
H4B .9600 .5224 .8255 .090 Uiso calc R 1 . . H
H4C .9388 .4281 .9134 .090 Uiso calc R 1 . . H
N3 .5795(4) .1730(3) .4305(2) .0354(7) Uani d . 1 . . N
C11 .7287(5) .2536(5) .4223(4) .0482(11) Uani d . 1 . . C
H11 .8110 .2345 .4461 .058 Uiso calc R 1 . . H
C12 .7406(6) .3646(5) .3749(4) .0517(11) Uani d . 1 . . C
N4 .5950(4) .3521(4) .3540(3) .0429(8) Uani d . 1 . . N
H4N .5672 .4085 .3236 .051 Uiso calc R 1 . . H
C13 .5019(5) .2362(4) .3889(3) .0427(10) Uani d . 1 . . C
H13 .3962 .2050 .3842 .051 Uiso calc R 1 . . H
C14 .8734(7) .4843(7) .3457(6) .094(2) Uani d . 1 . . C
H14A .8704 .5727 .3624 .141 Uiso calc R 1 . . H
H14B .8637 .4627 .2710 .141 Uiso calc R 1 . . H
H14C .9712 .4941 .3850 .141 Uiso calc R 1 . . H
Cu2 1.0000 1.0000 1.0000 .03475(17) Uani d S 1 . . Cu
Br2 .77909(5) .69608(5) 1.05275(4) .05014(15) Uani d . 1 . . Br
N5 .9534(4) .9060(4) .8466(2) .0345(7) Uani d . 1 . . N
C5 .8430(5) .7696(5) .7917(3) .0380(9) Uani d . 1 . . C
H5 .7675 .7011 .8189 .046 Uiso calc R 1 . . H
C6 .8606(5) .7497(5) .6920(3) .0410(9) Uani d . 1 . . C
N6 .9823(5) .8758(4) .6860(3) .0460(9) Uani d . 1 . . N
H6N 1.0189 .8943 .6311 .055 Uiso calc R 1 . . H
C7 1.0362(5) .9664(5) .7791(3) .0400(9) Uani d . 1 . . C
H7 1.1204 1.0592 .7944 .048 Uiso calc R 1 . . H
C8 .7721(7) .6229(6) .6022(4) .0663(15) Uani d . 1 . . C
H8A .7317 .6513 .5409 .099 Uiso calc R 1 . . H
H8B .6867 .5482 .6222 .099 Uiso calc R 1 . . H
H8C .8410 .5877 .5859 .099 Uiso calc R 1 . . H
N7 .8208(4) 1.0412(3) .9648(2) .0321(7) Uani d . 1 . . N
C15 .6751(5) .9600(5) .8934(3) .0383(9) Uani d . 1 . . C
H15 .6402 .8698 .8526 .046 Uiso calc R 1 . . H
C16 .5911(5) 1.0310(5) .8920(3) .0391(9) Uani d . 1 . . C
N8 .6852(4) 1.1564(4) .9634(3) .0435(8) Uani d . 1 . . N
H8N .6616 1.2229 .9793 .052 Uiso calc R 1 . . H
C17 .8212(5) 1.1583(4) 1.0049(3) .0410(9) Uani d . 1 . . C
H17 .9049 1.2334 1.0556 .049 Uiso calc R 1 . . H
C18 .4302(5) .9954(6) .8308(4) .0572(13) Uani d . 1 . . C
H18A .3697 .8934 .8041 .086 Uiso calc R 1 . . H
H18B .4377 1.0453 .7724 .086 Uiso calc R 1 . . H
H18C .3800 1.0246 .8766 .086 Uiso calc R 1 . . H
O1 .4387(6) .4237(4) .7359(3) .0865(13) Uani d . 1 . . O
H1O1 .4233 .4064 .7939 .130 Uiso d R 1 . . H
H2O1 .4143 .3469 .6984 .130 Uiso d R 1 . . H
O2 .5915(6) .3500(5) 1.0417(5) .0900(19) Uani d P .80 . . O
H1O2 .4987 .3288 1.0229 .135 Uiso d PR .80 . . H
H2O2 .6167 .4305 1.0283 .135 Uiso d PR .80 . . H
O3 .5581(19) .3524(18) .9434(14) .052(4) Uiso d P .20 . . 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'
Cu Cu .3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -.2901 2.4595 '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'
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 Cu1 N1 2_656 . 180.0 y
N1 Cu1 N3 2_656 . 92.93(12) y
N1 Cu1 N3 . . 87.07(12) y
N1 Cu1 N3 2_656 2_656 87.07(12) n
N1 Cu1 N3 . 2_656 92.93(12) n
N3 Cu1 N3 . 2_656 180.0 n
C3 N1 C1 . . 105.6(3) n
C3 N1 Cu1 . . 129.9(3) n
C1 N1 Cu1 . . 124.3(3) n
C2 C1 N1 . . 110.6(4) n
C2 C1 H1 . . 124.7 n
N1 C1 H1 . . 124.7 n
C1 C2 N2 . . 104.7(3) n
C1 C2 C4 . . 132.5(4) n
N2 C2 C4 . . 122.8(4) n
C3 N2 C2 . . 108.6(3) n
C3 N2 H2N . . 125.7 n
C2 N2 H2N . . 125.7 n
N1 C3 N2 . . 110.6(4) n
N1 C3 H3 . . 124.7 n
N2 C3 H3 . . 124.7 n
C2 C4 H4A . . 109.5 n
C2 C4 H4B . . 109.5 n
H4A C4 H4B . . 109.5 n
C2 C4 H4C . . 109.5 n
H4A C4 H4C . . 109.5 n
H4B C4 H4C . . 109.5 n
C13 N3 C11 . . 105.4(3) n
C13 N3 Cu1 . . 127.6(3) n
C11 N3 Cu1 . . 126.9(3) n
C12 C11 N3 . . 110.6(4) n
C12 C11 H11 . . 124.7 n
N3 C11 H11 . . 124.7 n
C11 C12 N4 . . 105.1(4) n
C11 C12 C14 . . 133.4(5) n
N4 C12 C14 . . 121.5(4) n
C13 N4 C12 . . 108.0(4) n
C13 N4 H4N . . 126.0 n
C12 N4 H4N . . 126.0 n
N3 C13 N4 . . 110.9(4) n
N3 C13 H13 . . 124.5 n
N4 C13 H13 . . 124.5 n
C12 C14 H14A . . 109.5 n
C12 C14 H14B . . 109.5 n
H14A C14 H14B . . 109.5 n
C12 C14 H14C . . 109.5 n
H14A C14 H14C . . 109.5 n
H14B C14 H14C . . 109.5 n
N7 Cu2 N7 . 2_777 180.000(2) y
N7 Cu2 N5 . . 91.15(12) y
N7 Cu2 N5 2_777 . 88.85(12) y
N7 Cu2 N5 . 2_777 88.85(12) n
N7 Cu2 N5 2_777 2_777 91.15(12) n
N5 Cu2 N5 . 2_777 180.000(2) n
C7 N5 C5 . . 105.1(3) n
C7 N5 Cu2 . . 124.5(3) n
C5 N5 Cu2 . . 130.3(3) n
C6 C5 N5 . . 110.1(4) n
C6 C5 H5 . . 125.0 n
N5 C5 H5 . . 125.0 n
N6 C6 C5 . . 105.2(4) n
N6 C6 C8 . . 123.6(4) n
C5 C6 C8 . . 131.2(5) n
C7 N6 C6 . . 108.9(3) n
C7 N6 H6N . . 125.6 n
C6 N6 H6N . . 125.6 n
N5 C7 N6 . . 110.7(4) n
N5 C7 H7 . . 124.6 n
N6 C7 H7 . . 124.6 n
C6 C8 H8A . . 109.5 n
C6 C8 H8B . . 109.5 n
H8A C8 H8B . . 109.5 n
C6 C8 H8C . . 109.5 n
H8A C8 H8C . . 109.5 n
H8B C8 H8C . . 109.5 n
C17 N7 C15 . . 105.1(3) n
C17 N7 Cu2 . . 125.1(3) n
C15 N7 Cu2 . . 129.7(3) n
C16 C15 N7 . . 110.0(4) n
C16 C15 H15 . . 125.0 n
N7 C15 H15 . . 125.0 n
C15 C16 N8 . . 105.4(3) n
C15 C16 C18 . . 132.8(4) n
N8 C16 C18 . . 121.7(4) n
C17 N8 C16 . . 108.2(3) n
C17 N8 H8N . . 125.9 n
C16 N8 H8N . . 125.9 n
N7 C17 N8 . . 111.2(4) n
N7 C17 H17 . . 124.4 n
N8 C17 H17 . . 124.4 n
C16 C18 H18A . . 109.5 n
C16 C18 H18B . . 109.5 n
H18A C18 H18B . . 109.5 n
C16 C18 H18C . . 109.5 n
H18A C18 H18C . . 109.5 n
H18B C18 H18C . . 109.5 n
H1O1 O1 H2O1 . . 106.9 n
O3 O2 H1O2 . . 71.6 n
O3 O2 H2O2 . . 65.5 n
H1O2 O2 H2O2 . . 90.1 n
O2 O3 H1O2 . . 37.6 n
O2 O3 H2O2 . . 38.8 n
H1O2 O3 H2O2 . . 56.0 n
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
Cu1 N1 2_656 2.003(3) n
Cu1 N1 . 2.003(3) y
Cu1 N3 . 2.014(3) y
Cu1 N3 2_656 2.014(3) n
N1 C3 . 1.310(5) n
N1 C1 . 1.361(5) n
C1 C2 . 1.354(6) n
C1 H1 . .9300 n
C2 N2 . 1.359(5) n
C2 C4 . 1.489(6) n
N2 C3 . 1.338(5) n
N2 H2N . .8600 n
C3 H3 . .9300 n
C4 H4A . .9600 n
C4 H4B . .9600 n
C4 H4C . .9600 n
N3 C13 . 1.306(5) n
N3 C11 . 1.361(5) n
C11 C12 . 1.346(6) n
C11 H11 . .9300 n
C12 N4 . 1.357(6) n
C12 C14 . 1.497(7) n
N4 C13 . 1.340(5) n
N4 H4N . .8600 n
C13 H13 . .9300 n
C14 H14A . .9600 n
C14 H14B . .9600 n
C14 H14C . .9600 n
Cu2 N7 . 1.993(3) y
Cu2 N7 2_777 1.993(3) n
Cu2 N5 . 2.029(3) y
Cu2 N5 2_777 2.029(3) n
N5 C7 . 1.324(5) n
N5 C5 . 1.379(5) n
C5 C6 . 1.357(6) n
C5 H5 . .9300 n
C6 N6 . 1.357(6) n
C6 C8 . 1.494(6) n
N6 C7 . 1.335(5) n
N6 H6N . .8600 n
C7 H7 . .9300 n
C8 H8A . .9600 n
C8 H8B . .9600 n
C8 H8C . .9600 n
N7 C17 . 1.306(5) n
N7 C15 . 1.386(5) n
C15 C16 . 1.349(6) ?
C15 H15 . .9300 n
C16 N8 . 1.360(6) n
C16 C18 . 1.496(6) n
N8 C17 . 1.342(5) n
N8 H8N . .8600 n
C17 H17 . .9300 n
C18 H18A . .9600 n
C18 H18B . .9600 n
C18 H18C . .9600 n
O1 H1O1 . .8200 n
O1 H2O1 . .8200 n
O2 O3 . 1.269(17) n
O2 H1O2 . .8201 n
O2 H2O2 . .8200 n
O3 H1O2 . 1.2750 n
O3 H2O2 . 1.1913 n
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
N2 H2N Br2 2_767 .86 2.60 3.443(3) 168
N4 H4N O1 2_666 .86 2.02 2.863(5) 165
N6 H6N Br1 1_665 .86 2.70 3.410(4) 141
N8 H8N O2 1_565 .86 1.96 2.803(6) 167
N8 H8N O3 1_565 .86 2.09 2.883(17) 154
O1 H1O1 O3 . .82 2.41 3.044(18) 135
O1 H1O1 Br2 2_667 .82 3.02 3.773(4) 154
O1 H2O1 Br1 . .82 2.58 3.371(4) 163
O2 H1O2 Br2 2_667 .82 2.62 3.430(5) 169
O2 H2O2 Br2 . .82 2.49 3.255(5) 157
