#------------------------------------------------------------------------------
#$Date: 2016-03-24 02:38:42 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179590 $
#$URL: svn://www.crystallography.net/cod/cif/4/50/55/4505598.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_4505598
loop_
_publ_author_name
'Wen, Lili'
'Zhao, Jinbo'
'Lv, Kangle'
'Wu, Yuhui'
'Deng, Kejian'
'Leng, Xiaoke'
'Li, Dongfeng'
_publ_section_title
;
 Visible-Light-Driven Photocatalysts of Metal--Organic Frameworks Derived
 from Multi-Carboxylic Acid and Imidazole-Based Spacer
;
_journal_issue                   3
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              1603
_journal_paper_doi               10.1021/cg2016512
_journal_volume                  12
_journal_year                    2012
_chemical_formula_sum            'C23 H15 Cu N4 O4'
_chemical_formula_weight         474.93
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_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                 99.263(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   17.4172(17)
_cell_length_b                   14.4595(14)
_cell_length_c                   16.5632(16)
_cell_measurement_temperature    298(2)
_cell_volume                     4116.9(7)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_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  0.0433
_diffrn_reflns_av_sigmaI/netI    0.0538
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            11600
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         26.00
_diffrn_reflns_theta_min         2.11
_exptl_absorpt_coefficient_mu    1.100
_exptl_absorpt_correction_T_max  0.87
_exptl_absorpt_correction_T_min  0.84
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.532
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1936
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.13
_refine_diff_density_max         0.353
_refine_diff_density_min         -0.460
_refine_diff_density_rms         0.074
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.858
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     293
_refine_ls_number_reflns         4036
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.858
_refine_ls_R_factor_all          0.0729
_refine_ls_R_factor_gt           0.0506
_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)+(0.0812P)²+12.1566P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1281
_refine_ls_wR_factor_ref         0.1425
_reflns_number_gt                2979
_reflns_number_total             4036
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg2016512_si_001.cif
_cod_data_source_block           3
_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.

'_exptl_absorpt_correction_type' value 'Multi-scan'
changed to 'multi-scan' 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      C2/c
_cod_database_code               4505598
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'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'
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
Cu1 Cu 0.0000 1.0000 0.0000 0.02314(19) Uani 1 2 d S
Cu2 Cu 0.0000 0.5000 0.0000 0.02443(19) Uani 1 2 d S
C1 C -0.1772(3) 0.4050(3) 0.1204(3) 0.0534(13) Uani 1 1 d .
H1 H -0.2190 0.4120 0.1484 0.064 Uiso 1 1 calc R
C2 C -0.1353(3) 0.4737(3) 0.0929(3) 0.0512(13) Uani 1 1 d .
H2 H -0.1431 0.5367 0.0997 0.061 Uiso 1 1 calc R
C3 C -0.0877(2) 0.3454(3) 0.0583(2) 0.0304(8) Uani 1 1 d .
H3 H -0.0572 0.3023 0.0364 0.037 Uiso 1 1 calc R
C4 C -0.1722(2) 0.2317(3) 0.1128(2) 0.0327(9) Uani 1 1 d .
C5 C -0.1186(2) 0.1615(3) 0.1292(3) 0.0407(10) Uani 1 1 d .
H5 H -0.0658 0.1745 0.1345 0.049 Uiso 1 1 calc R
C6 C -0.1431(2) 0.0719(3) 0.1377(3) 0.0396(10) Uani 1 1 d .
H6 H -0.1065 0.0250 0.1488 0.048 Uiso 1 1 calc R
C7 C -0.2220(2) 0.0507(3) 0.1300(2) 0.0313(9) Uani 1 1 d .
C8 C -0.2753(2) 0.1236(3) 0.1158(2) 0.0346(9) Uani 1 1 d .
H8 H -0.3281 0.1114 0.1123 0.041 Uiso 1 1 calc R
C9 C -0.2505(2) 0.2139(3) 0.1069(2) 0.0343(9) Uani 1 1 d .
H9 H -0.2865 0.2618 0.0970 0.041 Uiso 1 1 calc R
C10 C -0.0081(2) 0.6438(2) 0.0993(2) 0.0234(7) Uani 1 1 d .
C11 C 0.0000 0.6524(3) 0.2500 0.0221(10) Uani 1 2 d S
H11 H 0.0000 0.5881 0.2500 0.026 Uiso 1 2 calc SR
C12 C 0.0019(2) 0.6990(2) 0.17765(19) 0.0216(7) Uani 1 1 d .
C13 C 0.0000 0.8426(3) 0.2500 0.0218(10) Uani 1 2 d S
H13 H 0.0000 0.9070 0.2500 0.026 Uiso 1 2 calc SR
C14 C 0.00547(19) 0.7959(2) 0.17794(19) 0.0203(7) Uani 1 1 d .
C15 C 0.0200(2) 0.8502(2) 0.10406(19) 0.0225(7) Uani 1 1 d .
C16 C 0.1017(2) 1.1566(3) 0.0652(2) 0.0366(9) Uani 1 1 d .
H16 H 0.0734 1.1976 0.0288 0.044 Uiso 1 1 calc R
C17 C 0.1410(3) 1.0339(3) 0.1307(3) 0.0576(15) Uani 1 1 d .
H17 H 0.1441 0.9729 0.1486 0.069 Uiso 1 1 calc R
C18 C 0.1905(3) 1.1019(3) 0.1604(3) 0.0589(15) Uani 1 1 d .
H18 H 0.2339 1.0965 0.2009 0.071 Uiso 1 1 calc R
C19 C 0.1957(2) 1.2728(3) 0.1283(2) 0.0335(9) Uani 1 1 d .
C20 C 0.1506(2) 1.3427(3) 0.1508(3) 0.0402(10) Uani 1 1 d .
H20 H 0.1018 1.3298 0.1640 0.048 Uiso 1 1 calc R
C21 C 0.1780(2) 1.4328(3) 0.1538(3) 0.0386(10) Uani 1 1 d .
H21 H 0.1473 1.4802 0.1692 0.046 Uiso 1 1 calc R
C22 C 0.2504(2) 1.4536(3) 0.1342(2) 0.0314(9) Uani 1 1 d .
C23 C 0.2963(3) 1.3799(3) 0.1145(3) 0.0495(12) Uani 1 1 d .
H23 H 0.3460 1.3918 0.1032 0.059 Uiso 1 1 calc R
C24 C 0.2694(3) 1.2901(3) 0.1114(3) 0.0500(12) Uani 1 1 d .
H24 H 0.3005 1.2419 0.0981 0.060 Uiso 1 1 calc R
N1 N 0.08511(18) 1.0686(2) 0.06999(18) 0.0321(7) Uani 1 1 d .
N2 N 0.16425(19) 1.1802(2) 0.11908(18) 0.0333(8) Uani 1 1 d .
N3 N -0.07951(19) 0.4352(2) 0.05343(18) 0.0314(7) Uani 1 1 d .
N4 N -0.14630(19) 0.3237(2) 0.09919(19) 0.0330(8) Uani 1 1 d .
O1 O -0.01626(14) 0.92724(16) 0.09402(13) 0.0257(5) Uani 1 1 d .
O2 O 0.06545(16) 0.82112(18) 0.06026(15) 0.0341(6) Uani 1 1 d .
O3 O -0.05590(16) 0.66818(17) 0.04050(14) 0.0337(6) Uani 1 1 d .
O4 O 0.03240(14) 0.56999(16) 0.10130(14) 0.0278(6) Uani 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'
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'
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_site_symmetry_1
_geom_angle_site_symmetry_3
O1 Cu1 O1 180.00(7) 5_575 .
O1 Cu1 N1 90.35(11) 5_575 .
O1 Cu1 N1 89.65(11) . .
O1 Cu1 N1 89.65(11) 5_575 5_575
O1 Cu1 N1 90.35(11) . 5_575
N1 Cu1 N1 180.000(1) . 5_575
O4 Cu2 O4 180.00(12) . 5_565
O4 Cu2 N3 89.29(11) . .
O4 Cu2 N3 90.71(11) 5_565 .
O4 Cu2 N3 90.71(11) . 5_565
O4 Cu2 N3 89.29(11) 5_565 5_565
N3 Cu2 N3 180.00(14) . 5_565
C2 C1 N4 106.8(4) . .
C2 C1 H1 126.6 . .
N4 C1 H1 126.6 . .
C1 C2 N3 108.9(4) . .
C1 C2 H2 125.5 . .
N3 C2 H2 125.5 . .
N3 C3 N4 111.1(3) . .
N3 C3 H3 124.4 . .
N4 C3 H3 124.4 . .
C5 C4 C9 120.6(4) . .
C5 C4 N4 119.7(4) . .
C9 C4 N4 119.7(4) . .
C4 C5 C6 120.2(4) . .
C4 C5 H5 119.9 . .
C6 C5 H5 119.9 . .
C5 C6 C7 121.0(4) . .
C5 C6 H6 119.5 . .
C7 C6 H6 119.5 . .
C6 C7 C8 117.8(4) . .
C6 C7 C22 121.7(4) . 3_435
C8 C7 C22 120.5(3) . 3_435
C9 C8 C7 121.1(4) . .
C9 C8 H8 119.4 . .
C7 C8 H8 119.4 . .
C4 C9 C8 119.2(4) . .
C4 C9 H9 120.4 . .
C8 C9 H9 120.4 . .
O3 C10 O4 124.2(3) . .
O3 C10 C12 120.0(3) . .
O4 C10 C12 115.7(3) . .
C12 C11 C12 121.5(4) 2 .
C12 C11 H11 119.2 2 .
C12 C11 H11 119.2 . .
C11 C12 C14 119.5(3) . .
C11 C12 C10 118.2(3) . .
C14 C12 C10 122.1(3) . .
C14 C13 C14 121.7(4) . 2
C14 C13 H13 119.2 . .
C14 C13 H13 119.2 2 .
C13 C14 C12 118.7(3) . .
C13 C14 C15 119.1(3) . .
C12 C14 C15 122.0(3) . .
O2 C15 O1 124.9(3) . .
O2 C15 C14 120.5(3) . .
O1 C15 C14 114.5(3) . .
N1 C16 N2 111.9(3) . .
N1 C16 H16 124.1 . .
N2 C16 H16 124.1 . .
C18 C17 N1 109.7(4) . .
C18 C17 H17 125.2 . .
N1 C17 H17 125.2 . .
C17 C18 N2 106.2(4) . .
C17 C18 H18 126.9 . .
N2 C18 H18 126.9 . .
C20 C19 C24 121.0(4) . .
C20 C19 N2 119.3(4) . .
C24 C19 N2 119.7(4) . .
C19 C20 C21 119.7(4) . .
C19 C20 H20 120.2 . .
C21 C20 H20 120.2 . .
C22 C21 C20 121.2(4) . .
C22 C21 H21 119.4 . .
C20 C21 H21 119.4 . .
C21 C22 C23 117.7(4) . .
C21 C22 C7 121.9(4) . 3_565
C23 C22 C7 120.4(3) . 3_565
C24 C23 C22 121.4(4) . .
C24 C23 H23 119.3 . .
C22 C23 H23 119.3 . .
C23 C24 C19 119.0(4) . .
C23 C24 H24 120.5 . .
C19 C24 H24 120.5 . .
C16 N1 C17 105.1(3) . .
C16 N1 Cu1 126.8(3) . .
C17 N1 Cu1 128.0(3) . .
C16 N2 C18 107.1(3) . .
C16 N2 C19 124.2(3) . .
C18 N2 C19 128.7(3) . .
C3 N3 C2 106.2(3) . .
C3 N3 Cu2 125.7(3) . .
C2 N3 Cu2 128.0(3) . .
C3 N4 C1 106.9(3) . .
C3 N4 C4 125.3(3) . .
C1 N4 C4 127.8(3) . .
C15 O1 Cu1 116.4(2) . .
C10 O4 Cu2 109.1(2) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu1 O1 1.938(2) 5_575
Cu1 O1 1.938(2) .
Cu1 N1 1.993(3) .
Cu1 N1 1.993(3) 5_575
Cu2 O4 1.963(2) .
Cu2 O4 1.963(2) 5_565
Cu2 N3 1.993(3) .
Cu2 N3 1.993(3) 5_565
C1 C2 1.353(6) .
C1 N4 1.363(5) .
C1 H1 0.9300 .
C2 N3 1.374(5) .
C2 H2 0.9300 .
C3 N3 1.309(5) .
C3 N4 1.350(4) .
C3 H3 0.9300 .
C4 C5 1.376(6) .
C4 C9 1.377(5) .
C4 N4 1.434(5) .
C5 C6 1.378(5) .
C5 H5 0.9300 .
C6 C7 1.392(5) .
C6 H6 0.9300 .
C7 C8 1.399(5) .
C7 C22 1.489(5) 3_435
C8 C9 1.391(5) .
C8 H8 0.9300 .
C9 H9 0.9300 .
C10 O3 1.227(4) .
C10 O4 1.276(4) .
C10 C12 1.510(4) .
C11 C12 1.380(4) 2
C11 C12 1.380(4) .
C11 H11 0.9300 .
C12 C14 1.401(5) .
C13 C14 1.388(4) .
C13 C14 1.388(4) 2
C13 H13 0.9300 .
C14 C15 1.510(4) .
C15 O2 1.231(4) .
C15 O1 1.278(4) .
C16 N1 1.310(5) .
C16 N2 1.336(5) .
C16 H16 0.9300 .
C17 C18 1.347(6) .
C17 N1 1.377(5) .
C17 H17 0.9300 .
C18 N2 1.363(5) .
C18 H18 0.9300 .
C19 C20 1.368(6) .
C19 C24 1.381(6) .
C19 N2 1.445(5) .
C20 C21 1.386(5) .
C20 H20 0.9300 .
C21 C22 1.385(5) .
C21 H21 0.9300 .
C22 C23 1.402(6) .
C22 C7 1.489(5) 3_565
C23 C24 1.378(6) .
C23 H23 0.9300 .
C24 H24 0.9300 .
