#------------------------------------------------------------------------------
#$Date: 2016-03-26 02:05:03 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180122 $
#$URL: svn://www.crystallography.net/cod/cif/7/10/20/7102044.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_7102044
loop_
_publ_author_name
'Ingleson, Michael J'
'Bacsa, John'
'Rosseinsky, Matthew J'
_publ_section_title
;
 Homochiral H-bonded proline based metal organic frameworks.
;
_journal_issue                   29
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              3036
_journal_page_last               3038
_journal_paper_doi               10.1039/b706557d
_journal_year                    2007
_chemical_absolute_configuration ad
_chemical_formula_moiety
'(Zn 2+), (C10 H8 N2), (F -), (C5 H9 N O2), (B F4 -), (H2 O)'
_chemical_formula_sum            'C15 H19 B F5 N3 O3 Zn'
_chemical_formula_weight         460.51
_chemical_name_systematic
;
?
;
_space_group_IT_number           4
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      4
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 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                 116.0570(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   11.3839(5)
_cell_length_b                   7.4365(3)
_cell_length_c                   12.1179(5)
_cell_measurement_reflns_used    3105
_cell_measurement_temperature    150(2)
_cell_volume                     921.59(7)
_computing_cell_refinement       'APEXII (Bruker, 2004)'
_computing_data_collection       'APEXII (Bruker, 2004)'
_computing_data_reduction        'APEXII (Bruker, 2004)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.913
_diffrn_measured_fraction_theta_max 0.913
_diffrn_measurement_device_type  'Bruker D8 diffractometer'
_diffrn_measurement_method       'ω scans with a narrow frame width'
_diffrn_radiation_monochromator  'silicon 111'
_diffrn_radiation_source         'Daresbury SRS, Station 16.2SMX'
_diffrn_radiation_type           synchrotron
_diffrn_radiation_wavelength     0.69110
_diffrn_reflns_av_R_equivalents  0.0578
_diffrn_reflns_av_sigmaI/netI    0.0966
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            7743
_diffrn_reflns_theta_full        31.06
_diffrn_reflns_theta_max         31.06
_diffrn_reflns_theta_min         3.19
_exptl_absorpt_coefficient_mu    1.403
_exptl_absorpt_correction_T_max  0.9460
_exptl_absorpt_correction_T_min  0.8724
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS v2.10 (Bruker, 2004)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.660
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             468
_exptl_crystal_size_max          0.10
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.04
_refine_diff_density_max         1.536
_refine_diff_density_min         -0.922
_refine_diff_density_rms         0.150
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.02(2)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.086
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     256
_refine_ls_number_reflns         4809
_refine_ls_number_restraints     124
_refine_ls_restrained_S_all      1.087
_refine_ls_R_factor_all          0.0728
_refine_ls_R_factor_gt           0.0676
_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)+(0.0954P)²+0.9985P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1852
_refine_ls_wR_factor_ref         0.1935
_reflns_number_gt                4222
_reflns_number_total             4809
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b706557d.txt
_cod_data_source_block           c:\frames\data-c~1\mji0515\mjr0425
_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 
;
_cod_original_sg_symbol_H-M      'P 21'
_cod_database_code               7102044
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, 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
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.99627(4) 0.3414(5) 0.49690(4) 0.01318(13) Uani 1 1 d . . .
F1 F 1.0322(2) 0.5896(6) 0.5765(2) 0.0160(4) Uani 1 1 d . . .
O1 O 0.9132(3) 0.4374(6) 0.3154(3) 0.0182(6) Uani 1 1 d . . .
N1 N 0.8065(3) 0.3442(12) 0.4983(3) 0.0165(6) Uani 1 1 d . . .
C1 C 0.7934(5) 0.3072(9) 0.5993(4) 0.0228(10) Uani 1 1 d . . .
H1 H 0.8697 0.2794 0.6722 0.027 Uiso 1 1 calc R . .
O2 O 0.9126(3) 0.7410(6) 0.3200(3) 0.0183(6) Uani 1 1 d . . .
N2 N 0.1843(3) 0.3497(12) 0.4975(3) 0.0167(6) Uani 1 1 d . . .
C2 C 0.6728(5) 0.3072(8) 0.6036(4) 0.0205(9) Uani 1 1 d . . .
H2A H 0.6676 0.2771 0.6775 0.025 Uiso 1 1 calc R . .
C3 C 0.5604(4) 0.3516(12) 0.4989(4) 0.0163(7) Uani 1 1 d . . .
C4 C 0.5749(4) 0.3947(9) 0.3941(4) 0.0205(8) Uani 1 1 d . . .
H4 H 0.5010 0.4289 0.3210 0.025 Uiso 1 1 calc R . .
C5 C 0.6987(5) 0.3875(8) 0.3966(4) 0.0218(9) Uani 1 1 d . . .
H5 H 0.7069 0.4143 0.3236 0.026 Uiso 1 1 calc R . .
C6 C 0.4300(4) 0.3530(12) 0.4980(4) 0.0162(7) Uani 1 1 d . . .
C7 C 0.4149(4) 0.4076(8) 0.6005(4) 0.0175(8) Uani 1 1 d . . .
H7 H 0.4882 0.4457 0.6728 0.021 Uiso 1 1 calc R . .
C8 C 0.2896(5) 0.4057(8) 0.5953(4) 0.0181(8) Uani 1 1 d . . .
H8 H 0.2793 0.4463 0.6649 0.022 Uiso 1 1 calc R . .
C9 C 0.1992(4) 0.2938(8) 0.3982(4) 0.0192(9) Uani 1 1 d . . .
H9 H 0.1248 0.2512 0.3285 0.023 Uiso 1 1 calc R . .
C10 C 0.3197(5) 0.2964(8) 0.3945(4) 0.0185(9) Uani 1 1 d . . .
H10 H 0.3267 0.2602 0.3225 0.022 Uiso 1 1 calc R . .
C11 C 0.8864(4) 0.5899(8) 0.2673(3) 0.0150(6) Uani 1 1 d . . .
N3 N 0.7559(9) 0.7677(13) 0.0772(8) 0.0224(11) Uiso 0.50 1 d PD A 3
H3A H 0.6696 0.7678 0.0631 0.027 Uiso 0.50 1 calc PR A 3
H3B H 0.7990 0.8607 0.1294 0.027 Uiso 0.50 1 calc PR A 3
C12 C 0.8220(15) 0.5848(19) 0.1282(13) 0.0204(9) Uiso 0.50 1 d PD A 3
H12 H 0.7525 0.4903 0.1010 0.024 Uiso 0.50 1 calc PR A 3
C13 C 0.9140(13) 0.5431(16) 0.0706(11) 0.0319(16) Uiso 0.50 1 d PD A 3
H13A H 0.9249 0.4119 0.0651 0.038 Uiso 0.50 1 calc PR A 3
H13B H 1.0009 0.5988 0.1179 0.038 Uiso 0.50 1 calc PR A 3
C14 C 0.8433(16) 0.6275(19) -0.0569(13) 0.050(2) Uiso 0.50 1 d PD A 3
H14A H 0.9068 0.6698 -0.0865 0.060 Uiso 0.50 1 calc PR A 3
H14B H 0.7838 0.5392 -0.1164 0.060 Uiso 0.50 1 calc PR A 3
C15 C 0.7691(14) 0.7789(18) -0.0420(11) 0.0386(19) Uiso 0.50 1 d PD A 3
H15A H 0.6809 0.7808 -0.1120 0.046 Uiso 0.50 1 calc PR A 3
H15B H 0.8136 0.8927 -0.0434 0.046 Uiso 0.50 1 calc PR A 3
N3B N 0.7840(9) 0.7776(13) 0.0727(8) 0.0224(11) Uiso 0.50 1 d PD A 4
H3B1 H 0.6958 0.8015 0.0381 0.027 Uiso 0.50 1 calc PR A 4
H3B2 H 0.8252 0.8602 0.1343 0.027 Uiso 0.50 1 calc PR A 4
C12B C 0.8080(15) 0.5891(19) 0.1282(13) 0.0204(9) Uiso 0.50 1 d PD A 4
H12B H 0.7242 0.5213 0.1023 0.024 Uiso 0.50 1 calc PR A 4
C13B C 0.8908(13) 0.5135(16) 0.0645(12) 0.0319(16) Uiso 0.50 1 d PD A 4
H13C H 0.9731 0.4603 0.1265 0.038 Uiso 0.50 1 calc PR A 4
H13D H 0.8412 0.4187 0.0048 0.038 Uiso 0.50 1 calc PR A 4
C14B C 0.9209(16) 0.6666(19) -0.0007(15) 0.050(2) Uiso 0.50 1 d PD A 4
H14C H 1.0100 0.7130 0.0507 0.060 Uiso 0.50 1 calc PR A 4
H14D H 0.9177 0.6235 -0.0793 0.060 Uiso 0.50 1 calc PR A 4
C15B C 0.8323(14) 0.7995(17) -0.0226(11) 0.0386(19) Uiso 0.50 1 d PD A 4
H15C H 0.7595 0.7875 -0.1060 0.046 Uiso 0.50 1 calc PR A 4
H15D H 0.8736 0.9188 -0.0155 0.046 Uiso 0.50 1 calc PR A 4
B1A B 0.5758(3) 0.1815(4) -0.0741(3) 0.047(2) Uani 0.50 1 d PDU B -1
F1A F 0.6558(5) 0.2254(8) -0.1309(5) 0.0615(13) Uani 0.50 1 d PDU B -1
F2A F 0.5351(7) 0.0023(6) -0.1001(6) 0.0615(13) Uani 0.50 1 d PDU B -1
F3A F 0.6461(7) 0.2038(10) 0.0531(5) 0.0615(13) Uani 0.50 1 d PDU B -1
F4A F 0.4662(6) 0.2944(8) -0.1185(6) 0.0615(13) Uani 0.50 1 d PDU B -1
B1B B 0.5760(3) 0.2340(4) -0.0908(3) 0.047(2) Uani 0.50 1 d PDU C -2
F1B F 0.5597(6) 0.4189(5) -0.1083(5) 0.0646(15) Uani 0.50 1 d PDU C -2
F2B F 0.4543(5) 0.1521(8) -0.1314(5) 0.0646(15) Uani 0.50 1 d PDU C -2
F3B F 0.6401(7) 0.1674(9) -0.1570(7) 0.0646(15) Uani 0.50 1 d PDU C -2
F4B F 0.6500(7) 0.1977(9) 0.0334(5) 0.0646(15) Uani 0.50 1 d PDU C -2
O1W O 0.9085(4) 0.0760(7) 0.1866(3) 0.0318(8) Uani 1 1 d D . .
H1WA H 0.937(6) 0.083(11) 0.2755(19) 0.032(16) Uiso 1 1 d D . .
H1WB H 0.845(7) 0.173(9) 0.152(6) 0.06(3) Uiso 1 1 d 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'
B B 0.0013 0.0007 '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'
F F 0.0171 0.0103 '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
F1 Zn1 F1 177.50(7) 2_746 .
F1 Zn1 O1 86.74(12) 2_746 .
F1 Zn1 O1 95.28(14) . .
F1 Zn1 O2 92.53(14) 2_746 2_746
F1 Zn1 O2 85.40(12) . 2_746
O1 Zn1 O2 177.66(15) . 2_746
F1 Zn1 N2 89.73(19) 2_746 1_655
F1 Zn1 N2 88.83(19) . 1_655
O1 Zn1 N2 89.05(14) . 1_655
O2 Zn1 N2 88.72(15) 2_746 1_655
F1 Zn1 N1 92.5(2) 2_746 .
F1 Zn1 N1 88.9(2) . .
O1 Zn1 N1 90.75(14) . .
O2 Zn1 N1 91.50(14) 2_746 .
N2 Zn1 N1 177.7(4) 1_655 .
Zn1 F1 Zn1 131.69(11) 2_756 .
C11 O1 Zn1 134.6(3) . .
C1 N1 C5 118.0(4) . .
C1 N1 Zn1 121.5(3) . .
C5 N1 Zn1 120.5(3) . .
N1 C1 C2 123.1(4) . .
N1 C1 H1 118.5 . .
C2 C1 H1 118.5 . .
C11 O2 Zn1 137.6(3) . 2_756
C8 N2 C9 118.2(4) . .
C8 N2 Zn1 121.5(3) . 1_455
C9 N2 Zn1 120.3(3) . 1_455
C3 C2 C1 119.5(4) . .
C3 C2 H2A 120.3 . .
C1 C2 H2A 120.3 . .
C4 C3 C2 117.3(4) . .
C4 C3 C6 120.9(4) . .
C2 C3 C6 121.8(4) . .
C3 C4 C5 119.7(4) . .
C3 C4 H4 120.1 . .
C5 C4 H4 120.1 . .
N1 C5 C4 122.4(4) . .
N1 C5 H5 118.8 . .
C4 C5 H5 118.8 . .
C7 C6 C10 118.4(4) . .
C7 C6 C3 120.9(4) . .
C10 C6 C3 120.6(4) . .
C6 C7 C8 118.8(4) . .
C6 C7 H7 120.6 . .
C8 C7 H7 120.6 . .
N2 C8 C7 123.1(4) . .
N2 C8 H8 118.5 . .
C7 C8 H8 118.5 . .
N2 C9 C10 122.3(4) . .
N2 C9 H9 118.8 . .
C10 C9 H9 118.8 . .
C9 C10 C6 119.1(4) . .
C9 C10 H10 120.4 . .
C6 C10 H10 120.4 . .
O1 C11 O2 128.0(3) . .
O1 C11 C12 113.3(7) . .
O2 C11 C12 118.5(7) . .
O1 C11 C12B 114.7(6) . .
O2 C11 C12B 117.2(6) . .
C15 N3 C12 101.1(8) . .
C15 N3 H3A 111.5 . .
C12 N3 H3A 111.5 . .
C15 N3 H3B 111.5 . .
C12 N3 H3B 111.5 . .
H3A N3 H3B 109.4 . .
C11 C12 C13 114.9(11) . .
C11 C12 N3 109.6(10) . .
C13 C12 N3 107.9(8) . .
C11 C12 H12 108.1 . .
C13 C12 H12 108.1 . .
N3 C12 H12 108.1 . .
C12 C13 C14 102.5(9) . .
C12 C13 H13A 111.3 . .
C14 C13 H13A 111.3 . .
C12 C13 H13B 111.3 . .
C14 C13 H13B 111.3 . .
H13A C13 H13B 109.2 . .
C15 C14 C13 105.5(10) . .
C15 C14 H14A 110.6 . .
C13 C14 H14A 110.6 . .
C15 C14 H14B 110.6 . .
C13 C14 H14B 110.6 . .
H14A C14 H14B 108.8 . .
C14 C15 N3 112.2(9) . .
C14 C15 H15A 109.2 . .
N3 C15 H15A 109.2 . .
C14 C15 H15B 109.2 . .
N3 C15 H15B 109.2 . .
H15A C15 H15B 107.9 . .
C15B N3B C12B 112.7(8) . .
C15B N3B H3B1 109.1 . .
C12B N3B H3B1 109.1 . .
C15B N3B H3B2 109.1 . .
C12B N3B H3B2 109.1 . .
H3B1 N3B H3B2 107.8 . .
C11 C12B N3B 112.9(11) . .
C11 C12B C13B 111.2(10) . .
N3B C12B C13B 98.2(7) . .
C11 C12B H12B 111.3 . .
N3B C12B H12B 111.3 . .
C13B C12B H12B 111.3 . .
C14B C13B C12B 108.2(9) . .
C14B C13B H13C 110.1 . .
C12B C13B H13C 110.1 . .
C14B C13B H13D 110.1 . .
C12B C13B H13D 110.1 . .
H13C C13B H13D 108.4 . .
C15B C14B C13B 109.4(11) . .
C15B C14B H14C 109.8 . .
C13B C14B H14C 109.8 . .
C15B C14B H14D 109.8 . .
C13B C14B H14D 109.8 . .
H14C C14B H14D 108.2 . .
C14B C15B N3B 105.4(10) . .
C14B C15B H15C 110.7 . .
N3B C15B H15C 110.7 . .
C14B C15B H15D 110.7 . .
N3B C15B H15D 110.7 . .
H15C C15B H15D 108.8 . .
F3A B1A F4A 109.48(6) . .
F3A B1A F1A 109.47(6) . .
F4A B1A F1A 109.48(6) . .
F3A B1A F2A 109.47(6) . .
F4A B1A F2A 109.46(6) . .
F1A B1A F2A 109.47(6) . .
F4B B1B F3B 109.49(6) . .
F4B B1B F1B 109.48(6) . .
F3B B1B F1B 109.47(6) . .
F4B B1B F2B 109.49(6) . .
F3B B1B F2B 109.45(6) . .
F1B B1B F2B 109.46(6) . .
H1WA O1W H1WB 105(4) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Zn1 F1 2.036(4) 2_746
Zn1 F1 2.040(4) .
Zn1 O1 2.101(3) .
Zn1 O2 2.129(3) 2_746
Zn1 N2 2.138(3) 1_655
Zn1 N1 2.168(3) .
F1 Zn1 2.036(4) 2_756
O1 C11 1.250(6) .
N1 C1 1.325(6) .
N1 C5 1.342(6) .
C1 C2 1.397(6) .
C1 H1 0.9500 .
O2 C11 1.262(6) .
O2 Zn1 2.129(3) 2_756
N2 C8 1.329(6) .
N2 C9 1.353(6) .
N2 Zn1 2.138(3) 1_455
C2 C3 1.389(6) .
C2 H2A 0.9500 .
C3 C4 1.388(6) .
C3 C6 1.479(6) .
C4 C5 1.398(6) .
C4 H4 0.9500 .
C5 H5 0.9500 .
C6 C7 1.387(6) .
C6 C10 1.394(6) .
C7 C8 1.400(6) .
C7 H7 0.9500 .
C8 H8 0.9500 .
C9 C10 1.392(6) .
C9 H9 0.9500 .
C10 H10 0.9500 .
C11 C12 1.515(15) .
C11 C12B 1.522(15) .
N3 C15 1.519(12) .
N3 C12 1.546(12) .
N3 H3A 0.9200 .
N3 H3B 0.9200 .
C12 C13 1.523(11) .
C12 H12 1.0000 .
C13 C14 1.528(15) .
C13 H13A 0.9900 .
C13 H13B 0.9900 .
C14 C15 1.465(16) .
C14 H14A 0.9900 .
C14 H14B 0.9900 .
C15 H15A 0.9900 .
C15 H15B 0.9900 .
N3B C15B 1.491(13) .
N3B C12B 1.527(12) .
N3B H3B1 0.9200 .
N3B H3B2 0.9200 .
C12B C13B 1.562(12) .
C12B H12B 1.0000 .
C13B C14B 1.509(15) .
C13B H13C 0.9900 .
C13B H13D 0.9900 .
C14B C15B 1.352(16) .
C14B H14C 0.9900 .
C14B H14D 0.9900 .
C15B H15C 0.9900 .
C15B H15D 0.9900 .
B1A F3A 1.400(4) .
B1A F4A 1.400(4) .
B1A F1A 1.400(4) .
B1A F2A 1.400(4) .
B1B F4B 1.391(4) .
B1B F3B 1.391(4) .
B1B F1B 1.391(4) .
B1B F2B 1.391(4) .
O1W H1WA 0.98(2) .
O1W H1WB 0.98(7) .
