#------------------------------------------------------------------------------
#$Date: 2016-02-14 16:26:36 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176435 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/12/2001274.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_2001274
loop_
_publ_author_name
'Macchia, D. J.'
'Furey, Jnr, W. F.'
'Lalancette, R. A.'
_publ_section_title
;
 A comparison of the inner coordination spheres of a series of
 nickel(II) macrocyclic imine ethers
;
_journal_issue                   10
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              1706
_journal_page_last               1713
_journal_paper_doi               10.1107/S0108270193004597
_journal_volume                  49
_journal_year                    1993
_chemical_formula_sum            'C20 H22 Br2 N2 Ni O2'
_chemical_formula_weight         540.94
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_atom_type_scat_source           Cromer&Waber
_cell_angle_alpha                90.
_cell_angle_beta                 90.
_cell_angle_gamma                90.
_cell_formula_units_Z            4
_cell_length_a                   10.593(3)
_cell_length_b                   18.366(4)
_cell_length_c                   10.420(3)
_cell_measurement_reflns_used    15
_cell_measurement_temperature    295.0(10)
_cell_measurement_theta_max      15
_cell_measurement_theta_min      7
_cell_volume                     2027.2(9)
_diffrn_measurement_device       'Syntex P21'
_diffrn_measurement_method       θ-2θ
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            3370
_diffrn_reflns_theta_max         120
_diffrn_standards_decay_%        +-4.3
_diffrn_standards_interval_count 37
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    5.15
_exptl_absorpt_correction_T_max  0.841
_exptl_absorpt_correction_T_min  0.648
_exptl_absorpt_correction_type   analytical
_exptl_crystal_colour            Orange
_exptl_crystal_density_diffrn    1.78
_exptl_crystal_density_meas      1.77(2)
_exptl_crystal_size_max          0.60
_exptl_crystal_size_mid          0.60
_exptl_crystal_size_min          0.18
_refine_diff_density_max         1.56
_refine_diff_density_min         -0.10
_refine_ls_goodness_of_fit_obs   1.46
_refine_ls_hydrogen_treatment    noref
_refine_ls_number_parameters     244
_refine_ls_number_reflns         1643
_refine_ls_R_factor_obs          0.054
_refine_ls_shift/esd_max         0.061
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     'w = 1/s\²'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_obs         0.067
_reflns_number_observed          1643
_reflns_number_total             3370
_reflns_observed_criterion       3\s(I)
_cod_data_source_file            hh1041.cif
_cod_data_source_block           hh1041b
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value '1/s\^2^' 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^'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_formula_sum        'C20 H22 Br2 N2 Ni1 O2'
_cod_database_code               2001274
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
Ni .9177(2) .63990(10) .8334(2)
Br(1) .67880(10) .61830(10) .9145(2)
Br(2) 1.14760(10) .65620(10) .7500(2)
O(1) .9213(10) .5330(4) .7793(8)
O(2) .9055(10) .7457(4) .8922(9)
N(1) .8527(10) .6572(5) .6657(10)
N(2) .9738(10) .6211(5) 1.0034(11)
C(1) .8429(16) .5244(8) .6634(14)
C(2) .8626(15) .5931(7) .5839(14)
C(3) .8059(14) .7176(7) .6234(13)
C(4) .8000(13) .7854(7) .6972(13)
C(5) .8422(14) .8002(7) .8242(13)
C(6) .8316(16) .8694(8) .8747(13)
C(7) .7765(16) .9243(8) .8021(15)
C(8) .7351(14) .9146(7) .6775(15)
C(9) .7459(14) .8442(8) .6289(13)
C(10) .9110(17) .7483(8) 1.0317(12)
C(11) 1.0000(18) .6886(8) 1.0744(17)
C(12) .9325(12) .4753(6) .8661(13)
C(13) .9084(14) .4037(7) .8242(15)
C(14) .9329(12) .3458(7) .9083(15)
C(15) .9744(13) .3578(7) 1.0318(15)
C(16) .9902(13) .4285(7) 1.0713(15)
C(17) .9684(13) .4883(7) .9949(15)
C(18) .9875(15) .5596(8) 1.0568(15)
C(19) .6793(18) .9765(8) .6005(18)
C(20) 1.0041(15) .2944(8) 1.1234(17)
H(C1) .7490 .5190 .6880
H(C1') .8680 .4780 .6140
H(C2) .7980 .5960 .5120
H(C2') .9510 .5920 .5420
H(C3) .7690 .7180 .5310
H(C6) .8670 .8790 .9660
H(C7) .7620 .9740 .8440
H(C9) .7090 .8340 .5360
H(C10) .8200 .7380 1.0660
H(C10') .9360 .7980 1.0620
H(C11) .9930 .6790 1.1670
H(C11') 1.0910 .7050 1.0540
H(C13) .8770 .3950 .7310
H(C14) .9170 .2930 .8760
H(C16) 1.0210 .4370 1.1650
H(C18) 1.0140 .5590 1.1520
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
Br(1) Ni Br(2) 177.80(10) yes
Br(1) Ni O(2) 89.2(3) yes
Br(1) Ni N(2) 88.5(3) yes
Br(2) Ni O(2) 92.9(3) yes
Br(2) Ni N(2) 92.3(3) yes
N(1) Ni N(2) 177.0(5) yes
O(1) Ni N(2) 94.5(4) yes
O(2) Ni N(2) 84.9(4) yes
Ni O(1) C(12) 123.4(7) yes
Ni O(2) C(10) 109.2(7) yes
Ni N(1) C(3) 127.1(8) yes
Ni N(2) C(18) 127.3(9) yes
N(1) C(2) C(1) 110.0(10) yes
N(2) C(11) C(10) 110.0(10) yes
C(2) N(1) C(3) 121.0(10) yes
C(11) N(2) C(18) 121.0(10) yes
C(3) C(4) C(5) 130.0(10) yes
O(2) C(5) C(4) 119.0(10) yes
C(4) C(5) C(6) 120.0(10) yes
C(5) C(4) C(9) 117.0(10) yes
C(7) C(8) C(9) 116.0(10) yes
C(7) C(8) C(19) 122.0(10) yes
O(1) C(12) C(13) 119.0(10) yes
N(2) C(18) C(17) 126.0(10) yes
C(12) C(17) C(18) 127.0(10) yes
C(13) C(14) C(15) 121.0(10) yes
C(14) C(15) C(20) 121.0(10) yes
C(15) C(16) C(17) 124.0(10) yes
C(16) C(17) C(18) 116.0(10) yes
Br(1) Ni O(1) 87.8(3) yes
Br(1) Ni N(1) 88.5(3) yes
Br(2) Ni O(1) 90.3(3) yes
Br(2) Ni N(1) 90.7(3) yes
O(1) Ni O(2) 177.0(4) yes
O(1) Ni N(1) 85.4(4) yes
O(2) Ni N(1) 95.0(4) yes
Ni O(1) C(1) 108.6(7) yes
Ni O(2) C(5) 124(8) yes
Ni N(1) C(2) 111.4(8) yes
Ni N(2) C(11) 112.1(8) yes
O(1) C(1) C(2) 106.0(10) yes
O(2) C(10) C(11) 107.0(10) yes
C(1) O(1) C(12) 120.0(10) yes
C(5) O(2) C(10) 120.0(10) yes
N(1) C(3) C(4) 124.0(10) yes
C(3) C(4) C(9) 114.0(10) yes
O(2) C(5) C(6) 120.0(10) yes
C(5) C(6) C(7) 120.0(10) yes
C(6) C(7) C(8) 123.0(10) yes
C(4) C(9) C(8) 124.0(10) yes
C(9) C(8) C(19) 123.0(10) yes
O(1) C(12) C(17) 121.0(10) yes
C(12) C(17) C(16) 117.0(10) yes
C(12) C(13) C(14) 119.0(10) yes
C(14) C(15) C(16) 118.0(10) yes
C(16) C(15) C(20) 120.0(10) yes
C(13) C(12) C(17) 120.0(10) yes
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
Ni Br(1) 2.698(3) yes
Ni O(1) 2.043(8) yes
Ni N(1) 1.910(10) yes
O(1) C(1) 1.47(2) yes
O(1) C(12) 1.400(10) yes
N(1) C(2) 1.47(2) yes
N(1) C(3) 1.28(2) yes
C(1) C(2) 1.52(2) yes
C(4) C(5) 1.42(2) yes
C(5) C(6) 1.38(2) yes
C(7) C(8) 1.38(2) yes
C(8) C(19) 1.51(2) yes
C(12) C(13) 1.41(2) yes
C(13) C(14) 1.40(2) yes
C(15) C(16) 1.37(2) yes
C(16) C(17) 1.38(2) yes
Ni Br(2) 2.603(2) yes
Ni O(2) 2.043(8) yes
Ni N(2) 1.900(10) yes
O(2) C(10) 1.46(2) yes
O(2) C(5) 1.40(2) yes
N(2) C(11) 1.47(2) yes
N(2) C(18) 1.27(2) yes
C(3) C(4) 1.47(2) yes
C(4) C(9) 1.41(2) yes
C(6) C(7) 1.39(2) yes
C(8) C(9) 1.39(2) yes
C(10) C(11) 1.51(2) yes
C(12) C(17) 1.42(2) yes
C(14) C(15) 1.38(2) yes
C(15) C(20) 1.54(2) yes
C(17) C(18) 1.47(2) yes
