#------------------------------------------------------------------------------
#$Date: 2016-03-24 03:07:40 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179614 $
#$URL: svn://www.crystallography.net/cod/cif/4/50/78/4507869.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_4507869
loop_
_publ_author_name
'Chen, Na'
'Li, Ming-Xing'
'Yang, Peng'
'He, Xiang'
'Shao, Min'
'Zhu, Shou-Rong'
_publ_section_title
;
 Chiral Coordination Polymers with SHG-Active and Luminescence: An Unusual
 Homochiral 3D MOF Constructed from Achiral Components
;
_journal_issue                   6
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              2650
_journal_paper_doi               10.1021/cg400426m
_journal_volume                  13
_journal_year                    2013
_chemical_formula_sum            'C27 H20 Cu3 N15'
_chemical_formula_weight         745.20
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           33
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2c -2n'
_symmetry_space_group_name_H-M   'P n a 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   17.211(2)
_cell_length_b                   22.975(3)
_cell_length_c                   7.2785(10)
_cell_measurement_reflns_used    3309
_cell_measurement_temperature    273(2)
_cell_measurement_theta_max      21.43
_cell_measurement_theta_min      2.53
_cell_volume                     2878.1(6)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      273(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_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  0.0588
_diffrn_reflns_av_sigmaI/netI    0.0725
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_l_max       7
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            14476
_diffrn_reflns_theta_full        25.05
_diffrn_reflns_theta_max         25.05
_diffrn_reflns_theta_min         2.13
_exptl_absorpt_coefficient_mu    2.246
_exptl_absorpt_correction_T_max  0.7294
_exptl_absorpt_correction_T_min  0.5523
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.720
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1496
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.388
_refine_diff_density_min         -0.298
_refine_diff_density_rms         0.062
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.010(19)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.024
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     486
_refine_ls_number_reflns         4650
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.024
_refine_ls_R_factor_all          0.0678
_refine_ls_R_factor_gt           0.0416
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0259P)²+1.1546P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0842
_refine_ls_wR_factor_ref         0.0969
_reflns_number_gt                3398
_reflns_number_total             4650
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg400426m_si_003.cif
_cod_data_source_block           a
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Orthorhombic' changed to
'orthorhombic' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.3.1 from 2005-06-27.

Automatic conversion script
Id: cif_fix_values 1891 2012-01-12 08:04:46Z andrius 
;
_cod_original_sg_symbol_H-M      Pna2(1)
_cod_database_code               4507869
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z+1/2'
'-x+1/2, y+1/2, z+1/2'
'x+1/2, -y+1/2, z'
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
Cu1 Cu 0.86065(4) -0.04949(3) 0.45920(13) 0.0572(2) Uani 1 1 d
Cu2 Cu 0.64581(4) 0.07409(3) 0.64120(13) 0.0579(2) Uani 1 1 d
Cu3 Cu 0.94729(5) -0.25171(3) 0.45771(16) 0.0657(2) Uani 1 1 d
C1 C 1.0344(3) -0.0293(3) 0.4245(10) 0.0513(17) Uani 1 1 d
C2 C 1.1027(3) 0.0007(2) 0.4402(11) 0.0514(15) Uani 1 1 d
C3 C 1.1040(3) 0.0596(2) 0.4831(9) 0.0411(14) Uani 1 1 d
C4 C 1.0321(3) 0.0861(3) 0.5032(10) 0.0519(19) Uani 1 1 d
C5 C 0.9654(3) 0.0532(3) 0.4865(11) 0.0506(17) Uani 1 1 d
C6 C 1.1779(3) 0.0890(2) 0.5110(9) 0.0450(16) Uani 1 1 d
C7 C 1.2689(3) 0.1534(2) 0.5587(9) 0.0425(14) Uani 1 1 d
C8 C 1.3123(3) 0.2074(2) 0.5828(8) 0.0451(15) Uani 1 1 d
C9 C 1.3914(4) 0.2082(3) 0.5452(10) 0.0565(17) Uani 1 1 d
C10 C 1.4331(4) 0.2589(3) 0.5669(11) 0.065(2) Uani 1 1 d
C11 C 1.3276(5) 0.3082(3) 0.6619(12) 0.0603(19) Uani 1 1 d
C12 C 1.2804(4) 0.2598(3) 0.6445(11) 0.0508(16) Uani 1 1 d
C13 C 0.4829(4) 0.0267(3) 0.6892(10) 0.0548(18) Uani 1 1 d
C14 C 0.4251(4) -0.0138(3) 0.7021(11) 0.058(2) Uani 1 1 d
C15 C 0.4414(3) -0.0721(3) 0.7096(8) 0.0466(15) Uani 1 1 d
C16 C 0.5199(4) -0.0877(3) 0.7016(10) 0.0551(19) Uani 1 1 d
C17 C 0.5745(4) -0.0453(3) 0.6868(11) 0.0590(19) Uani 1 1 d
C18 C 0.3843(4) -0.1194(3) 0.7252(9) 0.0451(15) Uani 1 1 d
C19 C 0.2805(4) -0.1721(2) 0.6999(9) 0.0481(16) Uani 1 1 d
C20 C 0.2018(3) -0.1917(3) 0.6573(9) 0.0476(15) Uani 1 1 d
C21 C 0.1374(4) -0.1565(3) 0.6755(10) 0.0535(17) Uani 1 1 d
C22 C 0.0657(4) -0.1782(3) 0.6314(10) 0.0549(16) Uani 1 1 d
C23 C 0.1161(5) -0.2662(3) 0.5543(10) 0.0591(19) Uani 1 1 d
C24 C 0.1903(5) -0.2491(3) 0.5981(9) 0.0575(18) Uani 1 1 d
C25 C 0.8922(3) -0.1799(2) 0.4660(12) 0.0567(18) Uani 1 1 d
C26 C 0.7845(3) 0.0069(2) 0.4894(10) 0.0512(18) Uani 1 1 d
C27 C 0.6076(4) 0.1398(3) 0.7504(9) 0.0454(16) Uani 1 1 d
N1 N 0.9642(2) -0.00289(18) 0.4450(9) 0.0468(11) Uani 1 1 d
N2 N 1.2439(3) 0.0608(2) 0.5329(8) 0.0582(15) Uani 1 1 d
N3 N 1.3013(3) 0.1015(2) 0.5624(9) 0.0615(16) Uani 1 1 d
N4 N 1.1914(2) 0.14679(18) 0.5266(6) 0.0391(11) Uani 1 1 d
N5 N 1.1323(3) 0.1901(3) 0.5078(12) 0.058(2) Uani 1 1 d
N6 N 1.4025(3) 0.3097(2) 0.6240(10) 0.0677(16) Uani 1 1 d
N7 N 0.5584(3) 0.0122(2) 0.6811(8) 0.0565(15) Uani 1 1 d
N8 N 0.4015(3) -0.1703(2) 0.7896(8) 0.0529(13) Uani 1 1 d
N9 N 0.3357(3) -0.2044(2) 0.7730(8) 0.0574(14) Uani 1 1 d
N10 N 0.3083(3) -0.11753(19) 0.6681(8) 0.0470(12) Uani 1 1 d
N11 N 0.2672(4) -0.0746(3) 0.5712(11) 0.0628(19) Uani 1 1 d
N12 N 0.0533(3) -0.2319(2) 0.5658(8) 0.0581(14) Uani 1 1 d
N13 N 0.8749(3) -0.1326(3) 0.4619(12) 0.0895(19) Uani 1 1 d
N14 N 0.7342(4) 0.0358(3) 0.5408(10) 0.0821(19) Uani 1 1 d
N15 N 0.5837(3) 0.1795(3) 0.8248(9) 0.0778(19) Uani 1 1 d
H11A H 0.258(2) -0.035(2) 0.626(7) 0.028(13) Uiso 1 1 d
H23 H 0.109(2) -0.301(2) 0.516(7) 0.022(13) Uiso 1 1 d
H22 H 0.019(3) -0.156(2) 0.642(8) 0.036(14) Uiso 1 1 d
H24 H 0.239(3) -0.272(2) 0.588(8) 0.052(17) Uiso 1 1 d
H14 H 0.385(3) -0.006(2) 0.701(7) 0.016(15) Uiso 1 1 d
H13 H 0.471(3) 0.066(2) 0.689(7) 0.030(14) Uiso 1 1 d
H1 H 1.034(2) -0.070(2) 0.385(6) 0.022(12) Uiso 1 1 d
H2 H 1.153(3) -0.020(3) 0.417(9) 0.069(19) Uiso 1 1 d
H5 H 0.918(3) 0.068(2) 0.486(8) 0.046(16) Uiso 1 1 d
H4 H 1.024(3) 0.121(2) 0.529(7) 0.039(16) Uiso 1 1 d
H10 H 1.488(4) 0.259(2) 0.555(8) 0.056(18) Uiso 1 1 d
H9 H 1.412(3) 0.172(2) 0.493(8) 0.046(16) Uiso 1 1 d
H12 H 1.235(3) 0.2610(18) 0.664(7) 0.020(14) Uiso 1 1 d
H11 H 1.309(3) 0.342(3) 0.700(10) 0.07(2) Uiso 1 1 d
H16 H 0.535(3) -0.130(2) 0.704(8) 0.059(18) Uiso 1 1 d
H17 H 0.635(4) -0.054(3) 0.697(12) 0.11(3) Uiso 1 1 d
H21 H 0.147(3) -0.117(3) 0.723(10) 0.07(2) Uiso 1 1 d
H11B H 0.289(3) -0.055(3) 0.522(8) 0.03(2) Uiso 1 1 d
H5A H 1.134(8) 0.208(7) 0.66(3) 0.27(7) Uiso 1 1 d
H5B H 1.148(3) 0.210(2) 0.475(10) 0.02(2) Uiso 1 1 d
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'
N N 0.0061 0.0033 '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_site_symmetry_1
_geom_angle_site_symmetry_3
C26 Cu1 N13 141.4(2) . .
C26 Cu1 N1 104.6(2) . .
N13 Cu1 N1 113.67(19) . .
C27 Cu2 N14 146.7(3) . .
C27 Cu2 N7 104.0(2) . .
N14 Cu2 N7 108.3(2) . .
C25 Cu3 N15 126.1(3) . 3_644
C25 Cu3 N12 103.9(2) . 1_655
N15 Cu3 N12 128.6(2) 3_644 1_655
N1 C1 C2 122.0(5) . .
N1 C1 H1 117(3) . .
C2 C1 H1 121(3) . .
C1 C2 C3 121.5(5) . .
C1 C2 H2 119(3) . .
C3 C2 H2 120(3) . .
C4 C3 C2 116.0(5) . .
C4 C3 C6 124.2(5) . .
C2 C3 C6 119.8(5) . .
C5 C4 C3 119.5(6) . .
C5 C4 H4 114(4) . .
C3 C4 H4 127(4) . .
N1 C5 C4 124.5(6) . .
N1 C5 H5 112(3) . .
C4 C5 H5 123(3) . .
N2 C6 N4 108.9(5) . .
N2 C6 C3 122.8(5) . .
N4 C6 C3 128.2(5) . .
N3 C7 N4 108.5(5) . .
N3 C7 C8 123.4(5) . .
N4 C7 C8 128.1(5) . .
C9 C8 C12 115.8(6) . .
C9 C8 C7 119.4(5) . .
C12 C8 C7 124.8(5) . .
C10 C9 C8 120.1(7) . .
C10 C9 H9 125(3) . .
C8 C9 H9 115(3) . .
N6 C10 C9 124.4(7) . .
N6 C10 H10 114(3) . .
C9 C10 H10 121(3) . .
N6 C11 C12 125.2(7) . .
N6 C11 H11 114(4) . .
C12 C11 H11 121(4) . .
C11 C12 C8 119.5(7) . .
C11 C12 H12 122(3) . .
C8 C12 H12 118(3) . .
N7 C13 C14 122.5(7) . .
N7 C13 H13 117(3) . .
C14 C13 H13 120(3) . .
C13 C14 C15 121.4(7) . .
C13 C14 H14 123(4) . .
C15 C14 H14 115(4) . .
C14 C15 C16 116.5(6) . .
C14 C15 C18 126.1(6) . .
C16 C15 C18 117.4(5) . .
C17 C16 C15 119.2(6) . .
C17 C16 H16 121(3) . .
C15 C16 H16 120(3) . .
N7 C17 C16 124.2(6) . .
N7 C17 H17 113(4) . .
C16 C17 H17 122(4) . .
N8 C18 N10 110.9(5) . .
N8 C18 C15 122.8(6) . .
N10 C18 C15 126.2(5) . .
N9 C19 N10 109.5(5) . .
N9 C19 C20 125.4(6) . .
N10 C19 C20 125.1(6) . .
C21 C20 C24 117.9(6) . .
C21 C20 C19 122.9(6) . .
C24 C20 C19 119.2(6) . .
C22 C21 C20 119.2(6) . .
C22 C21 H21 124(3) . .
C20 C21 H21 117(3) . .
N12 C22 C21 124.2(6) . .
N12 C22 H22 113(3) . .
C21 C22 H22 123(3) . .
N12 C23 C24 124.4(7) . .
N12 C23 H23 117(3) . .
C24 C23 H23 119(3) . .
C23 C24 C20 118.2(7) . .
C23 C24 H24 128(3) . .
C20 C24 H24 114(3) . .
N13 C25 Cu3 165.1(6) . .
N14 C26 Cu1 166.0(7) . .
N15 C27 Cu2 177.2(6) . .
C5 N1 C1 116.5(5) . .
C5 N1 Cu1 120.1(4) . .
C1 N1 Cu1 122.5(4) . .
C6 N2 N3 107.7(5) . .
C7 N3 N2 107.9(4) . .
C6 N4 C7 107.0(4) . .
C6 N4 N5 123.6(5) . .
C7 N4 N5 129.4(5) . .
N4 N5 H5A 98(7) . .
N4 N5 H5B 104(6) . .
H5A N5 H5B 96(10) . .
C11 N6 C10 115.0(6) . .
C13 N7 C17 116.2(6) . .
C13 N7 Cu2 122.2(4) . .
C17 N7 Cu2 121.5(4) . .
C18 N8 N9 107.0(5) . .
C19 N9 N8 107.8(5) . .
C19 N10 C18 104.8(5) . .
C19 N10 N11 123.7(5) . .
C18 N10 N11 130.9(5) . .
N10 N11 H11A 121(3) . .
N10 N11 H11B 117(5) . .
H11A N11 H11B 73(5) . .
C22 N12 C23 115.9(6) . .
C22 N12 Cu3 119.0(5) . 1_455
C23 N12 Cu3 124.4(5) . 1_455
C25 N13 Cu1 171.9(5) . .
C26 N14 Cu2 172.2(6) . .
C27 N15 Cu3 174.8(6) . 3_655
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu1 C26 1.856(5) .
Cu1 N13 1.924(7) .
Cu1 N1 2.082(4) .
Cu2 C27 1.829(6) .
Cu2 N14 1.903(7) .
Cu2 N7 2.091(5) .
Cu3 C25 1.904(5) .
Cu3 N15 1.929(8) 3_644
Cu3 N12 2.039(6) 1_655
C1 N1 1.359(6) .
C1 C2 1.369(8) .
C1 H1 0.97(4) .
C2 C3 1.390(7) .
C2 H2 1.00(6) .
C3 C4 1.386(7) .
C3 C6 1.454(7) .
C4 C5 1.380(8) .
C4 H4 0.83(5) .
C5 N1 1.325(7) .
C5 H5 0.88(5) .
C6 N2 1.318(7) .
C6 N4 1.352(6) .
C7 N3 1.317(7) .
C7 N4 1.363(6) .
C7 C8 1.458(7) .
C8 C9 1.389(8) .
C8 C12 1.397(8) .
C9 C10 1.375(9) .
C9 H9 0.98(5) .
C10 N6 1.347(9) .
C10 H10 0.95(6) .
C11 N6 1.319(9) .
C11 C12 1.384(9) .
C11 H11 0.89(7) .
C12 H12 0.80(5) .
C13 N7 1.344(7) .
C13 C14 1.365(9) .
C13 H13 0.93(5) .
C14 C15 1.370(9) .
C14 H14 0.71(4) .
C15 C16 1.398(8) .
C15 C18 1.470(8) .
C16 C17 1.359(9) .
C16 H16 1.00(6) .
C17 N7 1.349(7) .
C17 H17 1.07(7) .
C18 N8 1.295(7) .
C18 N10 1.372(7) .
C19 N9 1.318(7) .
C19 N10 1.362(7) .
C19 C20 1.460(8) .
C20 C21 1.380(8) .
C20 C24 1.400(8) .
C21 C22 1.369(8) .
C21 H21 0.99(6) .
C22 N12 1.339(8) .
C22 H22 0.96(4) .
C23 N12 1.341(9) .
C23 C24 1.374(10) .
C23 H23 0.86(4) .
C24 H24 1.00(5) .
C25 N13 1.128(7) .
C26 N14 1.154(7) .
C27 N15 1.137(8) .
N2 N3 1.377(6) .
N4 N5 1.429(7) .
N5 H5A 1.20(19) .
N5 H5B 0.57(5) .
N8 N9 1.383(7) .
N10 N11 1.403(7) .
N11 H11A 1.00(5) .
N11 H11B 0.69(5) .
N12 Cu3 2.039(6) 1_455
N15 Cu3 1.929(8) 3_655
