#------------------------------------------------------------------------------
#$Date: 2016-02-20 00:18:51 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176760 $
#$URL: svn://www.crystallography.net/cod/cif/2/01/50/2015046.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_2015046
loop_
_publ_author_name
'You, Zhong-Lu'
_publ_section_title
catena-Poly[[{4-bromo-2-[2-(dimethylamino)ethyliminomethyl]phenolato}copper(II)]-μ-azido]
_journal_issue                   7
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              m339
_journal_page_last               m341
_journal_paper_doi               10.1107/S0108270105016240
_journal_volume                  61
_journal_year                    2005
_chemical_formula_iupac          '[Cu (C11 H14 Br N2 O) (N3)]'
_chemical_formula_moiety         'C11 H14 Br Cu N5 O'
_chemical_formula_sum            'C11 H14 Br Cu N5 O'
_chemical_formula_weight         375.72
_chemical_name_systematic
;
catena-Poly[[{4-bromo-2-[2-
(dimethylamino)ethyliminomethyl]phenolato}copper(II)]-μ-azido]
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL97
_cell_angle_alpha                90.00
_cell_angle_beta                 101.880(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   12.076(2)
_cell_length_b                   6.757(2)
_cell_length_c                   17.875(2)
_cell_measurement_reflns_used    5698
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      27.03
_cell_measurement_theta_min      2.27
_cell_volume                     1427.3(5)
_computing_cell_refinement       SMART
_computing_data_collection       'SMART (Bruker, 1998)'
_computing_data_reduction        'SAINT (Bruker, 1998)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 1997b)'
_computing_publication_material  SHELXTL
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997a)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997a)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Bruker SMART CCD area-detector'
_diffrn_measurement_method       ω
_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  0.0332
_diffrn_reflns_av_sigmaI/netI    0.0290
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            15608
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         2.27
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    4.328
_exptl_absorpt_correction_T_max  0.6247
_exptl_absorpt_correction_T_min  0.5096
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.748
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             748
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.880
_refine_diff_density_min         -0.498
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     174
_refine_ls_number_reflns         3258
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.054
_refine_ls_R_factor_all          0.0399
_refine_ls_R_factor_gt           0.0290
_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)+(0.0336P)²+0.7176P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0721
_refine_ls_wR_factor_ref         0.0771
_reflns_number_gt                2631
_reflns_number_total             3258
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            sk1843.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
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 'Monoclinic' changed to 'monoclinic'
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_sg_symbol_H-M      'P 21/n'
_cod_database_code               2015046
_cod_database_fobs_code          2015046
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
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 0.79396(2) 0.04323(4) 0.819384(15) 0.03328(10) Uani d . 1 . . Cu
Br1 1.36883(2) 0.45925(5) 0.928613(16) 0.05307(11) Uani d . 1 . . Br
O1 0.93630(14) 0.0421(3) 0.78870(10) 0.0397(4) Uani d . 1 . . O
N1 0.86110(15) 0.1375(3) 0.92178(10) 0.0300(4) Uani d . 1 . . N
N2 0.64354(17) 0.0441(3) 0.85784(11) 0.0335(4) Uani d . 1 . . N
N3 0.72361(18) -0.0774(3) 0.71995(11) 0.0387(5) Uani d . 1 . . N
N4 0.68144(18) 0.0313(3) 0.66898(12) 0.0374(5) Uani d . 1 . . N
N5 0.6395(2) 0.1303(4) 0.61845(14) 0.0591(7) Uani d . 1 . . N
C1 1.02788(19) 0.1317(3) 0.82277(13) 0.0323(5) Uani d . 1 . . C
C2 1.1189(2) 0.1445(4) 0.78440(14) 0.0437(6) Uani d . 1 . . C
H2 1.1114 0.0849 0.7367 0.052 Uiso calc R 1 . . H
C3 1.2175(2) 0.2408(4) 0.81447(14) 0.0440(6) Uani d . 1 . . C
H3 1.2753 0.2481 0.7873 0.053 Uiso calc R 1 . . H
C4 1.23024(19) 0.3282(4) 0.88650(14) 0.0372(5) Uani d . 1 . . C
C5 1.14586(19) 0.3188(4) 0.92653(13) 0.0344(5) Uani d . 1 . . C
H5 1.1558 0.3780 0.9744 0.041 Uiso calc R 1 . . H
C6 1.04384(18) 0.2204(3) 0.89620(12) 0.0300(5) Uani d . 1 . . C
C7 0.95973(19) 0.2130(3) 0.94272(12) 0.0316(5) Uani d . 1 . . C
H7 0.9785 0.2671 0.9915 0.038 Uiso calc R 1 . . H
C8 0.7812(2) 0.1421(4) 0.97296(13) 0.0376(5) Uani d . 1 . . C
H8A 0.8014 0.2462 1.0107 0.045 Uiso calc R 1 . . H
H8B 0.7819 0.0168 0.9995 0.045 Uiso calc R 1 . . H
C9 0.6653(2) 0.1806(4) 0.92434(14) 0.0392(6) Uani d . 1 . . C
H9A 0.6082 0.1613 0.9547 0.047 Uiso calc R 1 . . H
H9B 0.6607 0.3165 0.9065 0.047 Uiso calc R 1 . . H
C10 0.6163(2) -0.1569(4) 0.88077(17) 0.0487(7) Uani d . 1 . . C
H10A 0.5496 -0.1523 0.9020 0.073 Uiso calc R 1 . . H
H10B 0.6784 -0.2071 0.9184 0.073 Uiso calc R 1 . . H
H10C 0.6033 -0.2421 0.8368 0.073 Uiso calc R 1 . . H
C11 0.5461(2) 0.1180(4) 0.80069(16) 0.0461(6) Uani d . 1 . . C
H11A 0.5300 0.0276 0.7584 0.069 Uiso calc R 1 . . H
H11B 0.5639 0.2458 0.7828 0.069 Uiso calc R 1 . . H
H11C 0.4812 0.1287 0.8237 0.069 Uiso calc R 1 . . H
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'
Br Br -0.2901 2.4595 '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'
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
O1 Cu1 N1 92.63(7) y
O1 Cu1 N3 89.18(8) y
N1 Cu1 N3 174.47(9) y
O1 Cu1 N2 177.37(8) y
N1 Cu1 N2 84.90(8) y
N3 Cu1 N2 93.19(9) y
C1 O1 Cu1 126.47(15) ?
C7 N1 C8 120.26(19) ?
C7 N1 Cu1 125.97(16) ?
C8 N1 Cu1 113.21(14) ?
C10 N2 C11 108.2(2) ?
C10 N2 C9 111.2(2) ?
C11 N2 C9 109.2(2) ?
C10 N2 Cu1 110.51(16) ?
C11 N2 Cu1 113.55(15) ?
C9 N2 Cu1 104.18(14) ?
N4 N3 Cu1 117.78(17) ?
N5 N4 N3 177.7(3) ?
O1 C1 C2 118.3(2) ?
O1 C1 C6 124.8(2) ?
C2 C1 C6 116.9(2) ?
C3 C2 C1 122.7(2) ?
C3 C2 H2 118.6 ?
C1 C2 H2 118.6 ?
C2 C3 C4 119.1(2) ?
C2 C3 H3 120.5 ?
C4 C3 H3 120.5 ?
C5 C4 C3 120.8(2) ?
C5 C4 Br1 120.36(18) ?
C3 C4 Br1 118.81(18) ?
C4 C5 C6 120.7(2) ?
C4 C5 H5 119.7 ?
C6 C5 H5 119.7 ?
C5 C6 C1 119.8(2) ?
C5 C6 C7 117.4(2) ?
C1 C6 C7 122.8(2) ?
N1 C7 C6 124.7(2) ?
N1 C7 H7 117.6 ?
C6 C7 H7 117.6 ?
N1 C8 C9 107.27(19) ?
N1 C8 H8A 110.3 ?
C9 C8 H8A 110.3 ?
N1 C8 H8B 110.3 ?
C9 C8 H8B 110.3 ?
H8A C8 H8B 108.5 ?
N2 C9 C8 110.1(2) ?
N2 C9 H9A 109.6 ?
C8 C9 H9A 109.6 ?
N2 C9 H9B 109.6 ?
C8 C9 H9B 109.6 ?
H9A C9 H9B 108.1 ?
N2 C10 H10A 109.5 ?
N2 C10 H10B 109.5 ?
H10A C10 H10B 109.5 ?
N2 C10 H10C 109.5 ?
H10A C10 H10C 109.5 ?
H10B C10 H10C 109.5 ?
N2 C11 H11A 109.5 ?
N2 C11 H11B 109.5 ?
H11A C11 H11B 109.5 ?
N2 C11 H11C 109.5 ?
H11A C11 H11C 109.5 ?
H11B C11 H11C 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
Cu1 O1 . 1.909(2) y
Cu1 N1 . 1.950(2) y
Cu1 N3 . 1.981(2) y
Cu1 N2 . 2.070(2) y
Br1 C4 . 1.906(2) ?
O1 C1 . 1.297(3) ?
N1 C7 . 1.279(3) ?
N1 C8 . 1.461(3) ?
N2 C10 . 1.475(3) ?
N2 C11 . 1.477(3) ?
N2 C9 . 1.484(3) ?
N3 N4 . 1.199(3) ?
N4 N5 . 1.154(3) ?
C1 C2 . 1.413(3) ?
C1 C6 . 1.420(3) ?
C2 C3 . 1.366(4) ?
C2 H2 . 0.9300 ?
C3 C4 . 1.396(3) ?
C3 H3 . 0.9300 ?
C4 C5 . 1.362(3) ?
C5 C6 . 1.407(3) ?
C5 H5 . 0.9300 ?
C6 C7 . 1.440(3) ?
C7 H7 . 0.9300 ?
C8 C9 . 1.510(3) ?
C8 H8A . 0.9700 ?
C8 H8B . 0.9700 ?
C9 H9A . 0.9700 ?
C9 H9B . 0.9700 ?
C10 H10A . 0.9600 ?
C10 H10B . 0.9600 ?
C10 H10C . 0.9600 ?
C11 H11A . 0.9600 ?
C11 H11B . 0.9600 ?
C11 H11C . 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
N1 Cu1 O1 C1 -16.6(2)
N3 Cu1 O1 C1 168.6(2)
O1 Cu1 N1 C7 15.0(2)
N2 Cu1 N1 C7 -165.9(2)
O1 Cu1 N1 C8 -173.58(16)
N2 Cu1 N1 C8 5.51(16)
N1 Cu1 N2 C10 -98.92(17)
N3 Cu1 N2 C10 75.88(17)
N1 Cu1 N2 C11 139.30(18)
N3 Cu1 N2 C11 -45.90(18)
N1 Cu1 N2 C9 20.65(15)
N3 Cu1 N2 C9 -164.55(15)
O1 Cu1 N3 N4 -93.7(2)
N2 Cu1 N3 N4 87.4(2)
Cu1 O1 C1 C2 -168.57(18)
Cu1 O1 C1 C6 10.9(3)
O1 C1 C2 C3 178.0(3)
C6 C1 C2 C3 -1.5(4)
C1 C2 C3 C4 0.9(4)
C2 C3 C4 C5 -0.2(4)
C2 C3 C4 Br1 179.2(2)
C3 C4 C5 C6 0.1(4)
Br1 C4 C5 C6 -179.25(18)
C4 C5 C6 C1 -0.7(3)
C4 C5 C6 C7 178.7(2)
O1 C1 C6 C5 -178.1(2)
C2 C1 C6 C5 1.4(3)
O1 C1 C6 C7 2.6(4)
C2 C1 C6 C7 -177.9(2)
C8 N1 C7 C6 -178.5(2)
Cu1 N1 C7 C6 -7.7(3)
C5 C6 C7 N1 176.5(2)
C1 C6 C7 N1 -4.1(4)
C7 N1 C8 C9 141.7(2)
Cu1 N1 C8 C9 -30.3(2)
C10 N2 C9 C8 76.1(3)
C11 N2 C9 C8 -164.6(2)
Cu1 N2 C9 C8 -43.0(2)
N1 C8 C9 N2 49.2(3)
