#------------------------------------------------------------------------------
#$Date: 2016-03-24 03:17:34 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179622 $
#$URL: svn://www.crystallography.net/cod/cif/4/50/86/4508659.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided the Crystal Eye server at
# http://wwmm.ch.cam.ac.uk/crystaleye/, created by Nick Day at the
# Peter Murray-Rust laboratory.
#
# 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_4508659
loop_
_publ_author_name
'Kumar, D. Krishna'
'Das, Amitava'
'Dastidar, Parthasarathi'
_publ_section_title
;
 One-Dimensional Chains, Two-Dimensional Corrugated Sheets Having a
 Cross-Linked Helix in Metal−Organic Frameworks:  Exploring
 Hydrogen-Bond Capable Backbones and Ligating Topologies in Mixed Ligand
 Systems
;
_journal_issue                   8
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              1903
_journal_paper_doi               10.1021/cg0600344
_journal_volume                  6
_journal_year                    2006
_chemical_formula_sum            'C15 H11 N3 O5 Zn'
_chemical_formula_weight         378.64
_chemical_name_systematic
; 
 ? 
;
_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           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 104.7290(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   7.2357(4)
_cell_length_b                   19.1593(11)
_cell_length_c                   10.7206(7)
_cell_measurement_temperature    100(2)
_cell_volume                     1437.37(15)
_computing_cell_refinement       'BRUKER AXS SMART 3'
_computing_data_collection       'BRUKER AXS SMART 3'
_computing_data_reduction        'BRUKER AXS SAINT'
_computing_molecular_graphics    'PLATON, 'MERCURY 1.3'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 0.3
_diffrn_measured_fraction_theta_full 0.945
_diffrn_measured_fraction_theta_max 0.945
_diffrn_measurement_device_type  'BRUKER SMART CCD AREA DETECTOR'
_diffrn_measurement_method       PHI-OMEGA
_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  0.0230
_diffrn_reflns_av_sigmaI/netI    0.0258
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -6
_diffrn_reflns_number            8490
_diffrn_reflns_theta_full        28.15
_diffrn_reflns_theta_max         28.15
_diffrn_reflns_theta_min         2.13
_exptl_absorpt_coefficient_mu    1.742
_exptl_absorpt_correction_type   SADABS
_exptl_crystal_colour            COLORLESS
_exptl_crystal_density_diffrn    1.750
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       BLOCK
_exptl_crystal_F_000             768
_exptl_crystal_size_max          0.55
_exptl_crystal_size_mid          0.46
_exptl_crystal_size_min          0.33
_refine_diff_density_max         0.477
_refine_diff_density_min         -0.269
_refine_diff_density_rms         0.074
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     261
_refine_ls_number_reflns         3328
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.045
_refine_ls_R_factor_all          0.0303
_refine_ls_R_factor_gt           0.0272
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0390P)²+0.7528P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0698
_refine_ls_wR_factor_ref         0.0712
_reflns_number_gt                3049
_reflns_number_total             3328
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg0600344sup5.cif
_cod_data_source_block           kkb377a
_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 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 1891 2012-01-12 08:04:46Z andrius 
;
_cod_original_sg_symbol_H-M      P2(1)/n
_cod_database_code               4508659
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_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
Zn1 Zn 0.68411(3) 0.779566(10) 0.914611(18) 0.01317(8) Uani 1 1 d
N1 N 0.5135(2) 0.85756(7) 0.82300(14) 0.0143(3) Uani 1 1 d
C2 C 0.4500(3) 0.91026(9) 0.88398(17) 0.0166(3) Uani 1 1 d
C3 C 0.3569(2) 0.96763(9) 0.82098(17) 0.0155(3) Uani 1 1 d
C4 C 0.3274(2) 0.97295(9) 0.68631(17) 0.0133(3) Uani 1 1 d
C5 C 0.3911(2) 0.91809(9) 0.62295(17) 0.0144(3) Uani 1 1 d
C6 C 0.4804(2) 0.86218(9) 0.69364(17) 0.0146(3) Uani 1 1 d
N7 N 0.2371(2) 1.03276(8) 0.62624(14) 0.0139(3) Uani 1 1 d
C8 C 0.1976(2) 1.04633(9) 0.49596(17) 0.0149(3) Uani 1 1 d
O9 O 0.2359(2) 1.00604(7) 0.41890(12) 0.0239(3) Uani 1 1 d
C10 C 0.4011(2) 0.61373(9) 1.05167(17) 0.0138(3) Uani 1 1 d
C11 C 0.4642(2) 0.66236(9) 0.97634(17) 0.0147(3) Uani 1 1 d
N12 N 0.5593(2) 0.72037(7) 1.02676(15) 0.0145(3) Uani 1 1 d
C13 C 0.5915(3) 0.73211(9) 1.15435(17) 0.0160(3) Uani 1 1 d
C14 C 0.5326(2) 0.68647(9) 1.23576(17) 0.0162(3) Uani 1 1 d
C15 C 0.4376(2) 0.62640(9) 1.18418(17) 0.0150(3) Uani 1 1 d
O16 O 0.91764(18) 0.82789(7) 0.99820(12) 0.0179(3) Uani 1 1 d
C17 C 0.9380(2) 0.86830(9) 1.09523(16) 0.0150(3) Uani 1 1 d
O18 O 0.81665(18) 0.87898(6) 1.15640(12) 0.0178(3) Uani 1 1 d
C19 C 1.1211(3) 0.90902(9) 1.12565(17) 0.0178(4) Uani 1 1 d
C20 C 0.7822(3) 0.60722(9) 0.71076(18) 0.0182(4) Uani 1 1 d
C21 C 0.8090(2) 0.66900(9) 0.79820(17) 0.0153(3) Uani 1 1 d
O22 O 0.95234(19) 0.67289(7) 0.88906(13) 0.0222(3) Uani 1 1 d
O23 O 0.67287(18) 0.71464(6) 0.77340(12) 0.0164(3) Uani 1 1 d
H2 H 0.475(3) 0.9052(11) 0.975(2) 0.018(5) Uiso 1 1 d
H3 H 0.313(3) 1.0029(12) 0.866(2) 0.024(6) Uiso 1 1 d
H5 H 0.377(3) 0.9185(11) 0.536(2) 0.022(5) Uiso 1 1 d
H6 H 0.524(3) 0.8265(11) 0.653(2) 0.014(5) Uiso 1 1 d
H7 H 0.203(3) 1.0621(12) 0.672(2) 0.018(5) Uiso 1 1 d
H11 H 0.447(3) 0.6562(11) 0.888(2) 0.016(5) Uiso 1 1 d
H13 H 0.656(3) 0.7736(10) 1.186(2) 0.014(5) Uiso 1 1 d
H14 H 0.558(3) 0.6958(11) 1.325(2) 0.022(5) Uiso 1 1 d
H15 H 0.396(3) 0.5946(11) 1.236(2) 0.015(5) Uiso 1 1 d
H19 H 1.115(3) 0.9490(11) 1.076(2) 0.019(5) Uiso 1 1 d
H20 H 0.890(3) 0.5771(12) 0.724(2) 0.028(6) 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'
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'
Zn Zn 0.2839 1.4301 '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
O16 Zn1 O23 121.68(5) . .
O16 Zn1 N12 117.50(6) . .
O23 Zn1 N12 99.63(6) . .
O16 Zn1 N1 102.95(6) . .
O23 Zn1 N1 101.22(6) . .
N12 Zn1 N1 113.10(6) . .
C2 N1 C6 117.18(15) . .
C2 N1 Zn1 124.00(12) . .
C6 N1 Zn1 118.29(11) . .
N1 C2 C3 123.16(16) . .
N1 C2 H2 115.0(13) . .
C3 C2 H2 121.9(13) . .
C2 C3 C4 119.30(16) . .
C2 C3 H3 121.0(14) . .
C4 C3 H3 119.7(14) . .
C5 C4 N7 124.75(16) . .
C5 C4 C3 117.58(16) . .
N7 C4 C3 117.67(15) . .
C6 C5 C4 119.13(16) . .
C6 C5 H5 119.0(14) . .
C4 C5 H5 121.9(14) . .
N1 C6 C5 123.61(16) . .
N1 C6 H6 116.7(13) . .
C5 C6 H6 119.7(13) . .
C8 N7 C4 125.17(15) . .
C8 N7 H7 117.1(15) . .
C4 N7 H7 117.7(15) . .
O9 C8 N7 123.10(16) . .
O9 C8 C10 119.15(16) . 2_556
N7 C8 C10 117.74(15) . 2_556
C11 C10 C15 118.06(16) . .
C11 C10 C8 125.43(16) . 2_546
C15 C10 C8 116.47(15) . 2_546
N12 C11 C10 122.16(16) . .
N12 C11 H11 115.9(13) . .
C10 C11 H11 121.9(13) . .
C11 N12 C13 118.98(15) . .
C11 N12 Zn1 118.93(12) . .
C13 N12 Zn1 121.43(12) . .
N12 C13 C14 122.42(16) . .
N12 C13 H13 116.6(13) . .
C14 C13 H13 121.0(13) . .
C13 C14 C15 118.54(16) . .
C13 C14 H14 120.7(14) . .
C15 C14 H14 120.8(14) . .
C14 C15 C10 119.83(16) . .
C14 C15 H15 121.0(13) . .
C10 C15 H15 119.1(13) . .
C17 O16 Zn1 125.07(12) . .
O18 C17 O16 125.55(16) . .
O18 C17 C19 120.30(15) . .
O16 C17 C19 113.94(15) . .
C20 C19 C17 127.06(16) 4_676 .
C20 C19 H19 119.9(14) 4_676 .
C17 C19 H19 113.1(14) . .
C19 C20 C21 124.86(16) 4_575 .
C19 C20 H20 120.5(14) 4_575 .
C21 C20 H20 114.6(14) . .
O22 C21 O23 124.47(16) . .
O22 C21 C20 119.61(16) . .
O23 C21 C20 115.90(16) . .
C21 O23 Zn1 113.17(11) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Zn1 O16 1.9353(13) .
Zn1 O23 1.9450(12) .
Zn1 N12 2.0246(15) .
Zn1 N1 2.0259(15) .
N1 C2 1.346(2) .
N1 C6 1.349(2) .
C2 C3 1.374(2) .
C2 H2 0.95(2) .
C3 C4 1.408(2) .
C3 H3 0.93(2) .
C4 C5 1.392(2) .
C4 N7 1.393(2) .
C5 C6 1.375(2) .
C5 H5 0.91(2) .
C6 H6 0.91(2) .
N7 C8 1.377(2) .
N7 H7 0.82(2) .
C8 O9 1.213(2) .
C8 C10 1.501(2) 2_556
C10 C11 1.385(2) .
C10 C15 1.399(2) .
C10 C8 1.501(2) 2_546
C11 N12 1.346(2) .
C11 H11 0.93(2) .
N12 C13 1.347(2) .
C13 C14 1.377(3) .
C13 H13 0.94(2) .
C14 C15 1.382(2) .
C14 H14 0.94(2) .
C15 H15 0.92(2) .
O16 C17 1.275(2) .
C17 O18 1.239(2) .
C17 C19 1.500(2) .
C19 C20 1.322(3) 4_676
C19 H19 0.93(2) .
C20 C19 1.322(3) 4_575
C20 C21 1.492(2) .
C20 H20 0.95(2) .
C21 O22 1.231(2) .
C21 O23 1.293(2) .
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N7 H7 O18 0.82(2) 2.20(2) 2.9836(19) 160(2) 3_677
C3 H3 O18 0.93(2) 2.44(2) 3.229(2) 142.8(18) 3_677
C14 H14 O16 0.94(2) 2.38(2) 3.142(2) 138.2(18) 4_576
