# Supplementary Material for CrystEngComm
# This journal is (c) The Royal Society of Chemistry 2009

data_global
_journal_name_full               CrystEngComm

_journal_coden_Cambridge         1350

_publ_contact_author_name        'Can-Zhong Lu'
_publ_contact_author_email       CZLU@FJIRSM.AC.CN

_publ_section_title              
;
Topological Transformation from Centrosymmetry to
Noncentrosymmetry in a Three-dimensional Polar Framework Material
;
loop_
_publ_author_name
'Can-Zhong Lu'
'Shu-Mei Chen'
'Shan-Ci Chen'
'Fei Wang'
'Xiao-Yuan Wu'
;
Yi-Ming Xie
;
'Rong-Min Yu'
'Jian Zhang'
'Wei-Wei Zhou'

# Attachment 'check1.cif'

data_1
_database_code_depnum_ccdc_archive 'CCDC 734924'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         C6H4BrCu2N5
_chemical_formula_sum            C6H4BrCu2N5

_chemical_formula_weight         353.13

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'
Cu Cu 0.3201 1.2651 '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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   Cc

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'x, -y, z+1/2'
'x+1/2, y+1/2, z'
'x+1/2, -y+1/2, z+1/2'

_cell_length_a                   19.710(9)
_cell_length_b                   3.7857(16)
_cell_length_c                   11.663(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 103.230(2)
_cell_angle_gamma                90.00
_cell_volume                     847.2(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    1135
_cell_measurement_theta_min      4.2484
_cell_measurement_theta_max      27.4758

_exptl_crystal_description       Prism
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.769
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             672
_exptl_absorpt_coefficient_mu    9.693
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.2473
_exptl_absorpt_correction_T_max  0.2473
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'Rotating Anode'
_diffrn_radiation_monochromator  Confocal
_diffrn_measurement_device_type  Saturn70
_diffrn_measurement_method       CCD_Profile_fitting
_diffrn_detector_area_resol_mean 28.5714
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            3228
_diffrn_reflns_av_R_equivalents  0.0272
_diffrn_reflns_av_sigmaI/netI    0.0359
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_k_min       -4
_diffrn_reflns_limit_k_max       4
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.45
_diffrn_reflns_theta_max         27.48
_reflns_number_total             1389
_reflns_number_gt                1294
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrystalClear (Rigaku/MSC Inc., 2005)'
_computing_cell_refinement       'CrystalClear (Rigaku/MSC Inc., 2005)'
_computing_data_reduction        'CrystalClear (Rigaku/MSC Inc., 2005)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
Refinement of F² against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F², conventional R-factors R are based
on F, with F set to zero for negative F². The threshold expression of
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F² are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0415P)²+0.0704P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    refall
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       none
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.00(4)
_refine_ls_number_reflns         1389
_refine_ls_number_parameters     128
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0287
_refine_ls_R_factor_gt           0.0264
_refine_ls_wR_factor_ref         0.0692
_refine_ls_wR_factor_gt          0.0683
_refine_ls_goodness_of_fit_ref   1.089
_refine_ls_restrained_S_all      1.088
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Br1 Br -0.14879(3) 0.01449(13) -0.17712(5) 0.02886(17) Uani 1 1 d . . .
Cu1 Cu -0.23706(3) -0.49525(18) -0.18115(6) 0.02570(19) Uani 1 1 d . . .
Cu2 Cu -0.14125(4) -0.6395(2) 0.13815(8) 0.0321(2) Uani 1 1 d . . .
N1 N -0.3352(2) -0.3499(13) -0.0390(4) 0.0203(9) Uani 1 1 d . . .
N2 N -0.2698(2) -0.4541(12) -0.0351(4) 0.0201(9) Uani 1 1 d . . .
N3 N -0.2373(2) -0.5286(11) 0.0747(4) 0.0173(9) Uani 1 1 d . . .
N4 N -0.2839(2) -0.4741(10) 0.1456(4) 0.0145(8) Uani 1 1 d . . .
N5 N -0.5438(2) -0.1667(12) 0.1328(4) 0.0189(9) Uani 1 1 d . . .
C1 C -0.3410(2) -0.3622(13) 0.0731(4) 0.0148(9) Uani 1 1 d . . .
C2 C -0.4086(2) -0.2781(12) 0.1001(4) 0.0143(9) Uani 1 1 d . . .
C3 C -0.4591(3) -0.1048(14) 0.0157(5) 0.0189(10) Uani 1 1 d . . .
H3A H -0.4478 -0.0232 -0.0528 0.023 Uiso 1 1 calc R . .
C4 C -0.4263(2) -0.3779(15) 0.2045(4) 0.0187(10) Uani 1 1 d . . .
H4A H -0.3935 -0.4798 0.2656 0.022 Uiso 1 1 calc R . .
C5 C -0.5252(3) -0.0525(14) 0.0321(5) 0.0224(11) Uani 1 1 d . . .
H5A H -0.5580 0.0622 -0.0259 0.027 Uiso 1 1 calc R . .
C6 C -0.4946(2) -0.3212(15) 0.2152(5) 0.0213(10) Uani 1 1 d . . .
H6A H -0.5065 -0.3957 0.2840 0.026 Uiso 1 1 calc R . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Br1 0.0252(3) 0.0279(3) 0.0320(4) -0.0027(2) 0.0036(2) 0.0029(2)
Cu1 0.0236(3) 0.0444(4) 0.0108(3) -0.0019(3) 0.0075(3) 0.0020(3)
Cu2 0.0099(2) 0.0539(5) 0.0325(3) 0.0033(4) 0.0047(2) 0.0077(3)
N1 0.0110(17) 0.040(3) 0.0105(19) -0.0021(19) 0.0029(15) 0.0047(18)
N2 0.0109(18) 0.037(3) 0.013(2) -0.0015(17) 0.0036(16) 0.0051(16)
N3 0.0085(16) 0.036(2) 0.0099(19) 0.0020(18) 0.0063(15) 0.0034(15)
N4 0.0126(19) 0.027(2) 0.0052(18) -0.0021(15) 0.0041(15) 0.0023(15)
N5 0.0135(18) 0.025(2) 0.019(2) -0.0050(18) 0.0069(16) 0.0042(17)
C1 0.0117(19) 0.019(2) 0.015(2) -0.001(2) 0.0060(17) -0.0002(19)
C2 0.0071(18) 0.021(2) 0.014(2) -0.0050(19) 0.0008(17) 0.0003(17)
C3 0.018(2) 0.023(2) 0.016(2) 0.004(2) 0.0043(19) 0.001(2)
C4 0.013(2) 0.030(2) 0.015(2) 0.003(2) 0.0058(18) 0.004(2)
C5 0.015(2) 0.026(3) 0.024(3) 0.003(2) 0.000(2) 0.0042(19)
C6 0.014(2) 0.033(3) 0.018(2) 0.000(2) 0.0066(18) 0.003(2)

_geom_special_details            
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Br1 Cu1 2.5370(11) 1_565 ?
Br1 Cu1 2.5914(12) . ?
Br1 Cu2 2.6127(14) 2_544 ?
Cu1 N2 1.960(5) . ?
Cu1 N4 2.023(4) 2_544 ?
Cu1 Br1 2.5370(11) 1_545 ?
Cu2 N3 1.914(4) . ?
Cu2 N5 1.939(4) 3_545 ?
Cu2 Br1 2.6127(14) 2_545 ?
N1 N2 1.340(5) . ?
N1 C1 1.340(6) . ?
N2 N3 1.324(7) . ?
N3 N4 1.385(5) . ?
N4 C1 1.315(6) . ?
N4 Cu1 2.023(4) 2_545 ?
N5 C6 1.334(7) . ?
N5 C5 1.378(7) . ?
N5 Cu2 1.939(4) 3_455 ?
C1 C2 1.472(6) . ?
C2 C4 1.394(7) . ?
C2 C3 1.392(7) . ?
C3 C5 1.374(7) . ?
C3 H3A 0.9300 . ?
C4 C6 1.395(6) . ?
C4 H4A 0.9300 . ?
C5 H5A 0.9300 . ?
C6 H6A 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
Cu1 Br1 Cu1 95.15(4) 1_565 . ?
Cu1 Br1 Cu2 123.40(4) 1_565 2_544 ?
Cu1 Br1 Cu2 75.23(3) . 2_544 ?
N2 Cu1 N4 134.97(17) . 2_544 ?
N2 Cu1 Br1 113.72(13) . 1_545 ?
N4 Cu1 Br1 97.51(11) 2_544 1_545 ?
N2 Cu1 Br1 106.14(14) . . ?
N4 Cu1 Br1 102.22(11) 2_544 . ?
Br1 Cu1 Br1 95.15(4) 1_545 . ?
N3 Cu2 N5 154.0(2) . 3_545 ?
N3 Cu2 Br1 101.54(13) . 2_545 ?
N5 Cu2 Br1 103.96(14) 3_545 2_545 ?
N2 N1 C1 104.7(4) . . ?
N1 N2 N3 110.2(4) . . ?
N1 N2 Cu1 119.9(4) . . ?
N3 N2 Cu1 129.9(3) . . ?
N2 N3 N4 107.8(4) . . ?
N2 N3 Cu2 129.6(3) . . ?
N4 N3 Cu2 122.3(3) . . ?
C1 N4 N3 104.6(4) . . ?
C1 N4 Cu1 142.1(3) . 2_545 ?
N3 N4 Cu1 112.0(3) . 2_545 ?
C6 N5 C5 117.4(4) . . ?
C6 N5 Cu2 124.2(3) . 3_455 ?
C5 N5 Cu2 118.0(3) . 3_455 ?
N4 C1 N1 112.8(4) . . ?
N4 C1 C2 128.1(4) . . ?
N1 C1 C2 119.0(4) . . ?
C4 C2 C3 117.7(4) . . ?
C4 C2 C1 123.2(4) . . ?
C3 C2 C1 119.1(4) . . ?
C5 C3 C2 121.1(5) . . ?
C5 C3 H3A 119.5 . . ?
C2 C3 H3A 119.5 . . ?
C2 C4 C6 118.4(4) . . ?
C2 C4 H4A 120.8 . . ?
C6 C4 H4A 120.8 . . ?
N5 C5 C3 121.2(5) . . ?
N5 C5 H5A 119.4 . . ?
C3 C5 H5A 119.4 . . ?
N5 C6 C4 124.0(4) . . ?
N5 C6 H6A 118.0 . . ?
C4 C6 H6A 118.0 . . ?

_diffrn_measured_fraction_theta_max 0.976
_diffrn_reflns_theta_full        27.48
_diffrn_measured_fraction_theta_full 0.976
_refine_diff_density_max         0.475
_refine_diff_density_min         -0.475
_refine_diff_density_rms         0.100


