#------------------------------------------------------------------------------
#$Date: 2019-11-08 01:07:47 +0200 (Fri, 08 Nov 2019) $
#$Revision: 224421 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/04/88/7048815.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_7048815
loop_
_publ_author_name
'Schäfer, Pascal M'
'McKeown, Paul'
'Fuchs, Martin'
'Rittinghaus, Ruth D.'
'Hermann, Alina'
'Henkel, Johanna'
'Seidel, Sebastian'
'Roitzheim, Christoph'
'Ksiazkiewicz, Agnieszka N.'
'Hoffmann, Alexander'
'Pich, Andrij'
'Jones, Matthew D.'
'Herres-Pawlis, Sonja'
_publ_section_title
;
 Tuning a robust system: N,O zinc guanidine catalysts for the ROP of
 lactide.
;
_journal_issue                   18
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              6071
_journal_page_last               6082
_journal_paper_doi               10.1039/c8dt04938f
_journal_volume                  48
_journal_year                    2019
_chemical_formula_moiety         'C13 H18 Cl3 N3 O2 Zn'
_chemical_formula_sum            'C13 H18 Cl3 N3 O2 Zn'
_chemical_formula_weight         420.02
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_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
_audit_update_record
;
2018-11-22 deposited with the CCDC.
2019-01-29 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 105.0450(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   9.4998(4)
_cell_length_b                   16.0292(7)
_cell_length_c                   11.7929(5)
_cell_measurement_reflns_used    7357
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      30.18
_cell_measurement_theta_min      2.46
_cell_volume                     1734.20(13)
_computing_cell_refinement       'Bruekr SAINT'
_computing_data_collection       'Bruker APEX'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL and local progrmas'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.939
_diffrn_measurement_device_type  'Bruker APEX CCD'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  'multilayer optics'
_diffrn_radiation_source         microsource
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0320
_diffrn_reflns_av_sigmaI/netI    0.0254
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            26252
_diffrn_reflns_theta_full        30.00
_diffrn_reflns_theta_max         31.00
_diffrn_reflns_theta_min         2.19
_exptl_absorpt_coefficient_mu    1.886
_exptl_absorpt_correction_T_max  0.7915
_exptl_absorpt_correction_T_min  0.6499
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS-2008/1 - Bruker AXS area detector scaling and absorption correction'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.609
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       rod
_exptl_crystal_F_000             856
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.13
_refine_diff_density_max         0.514
_refine_diff_density_min         -0.308
_refine_diff_density_rms         0.076
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     204
_refine_ls_number_reflns         5186
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.071
_refine_ls_R_factor_all          0.0336
_refine_ls_R_factor_gt           0.0274
_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)+(0.0317P)²+0.5069P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0636
_refine_ls_wR_factor_ref         0.0667
_reflns_number_gt                4561
_reflns_number_total             5186
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c8dt04938f2.cif
_cod_data_source_block           C2
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'not measured' was changed to '?'
- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 4973 2017-02-22 13:04:09Z antanas 

 Adding full bibliography for 7048814--7048817.cif.
;
_cod_original_sg_symbol_H-M      P2(1)/n
_cod_database_code               7048815
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
_atom_site_refinement_flags
Zn1 Zn 0.677578(18) 0.213815(10) 0.381067(14) 0.01441(5) Uani 1 1 d .
C1 C 0.64373(15) 0.33288(9) 0.18916(12) 0.0127(3) Uani 1 1 d .
O1 O 0.69147(12) 0.29351(7) 0.52190(9) 0.0181(2) Uani 1 1 d .
N1 N 0.58675(13) 0.30845(7) 0.27725(10) 0.0132(2) Uani 1 1 d .
Cl1 Cl 0.53949(4) 0.11231(2) 0.42006(3) 0.02072(8) Uani 1 1 d .
Cl2 Cl 0.89870(4) 0.18338(2) 0.36495(3) 0.02053(8) Uani 1 1 d .
C2 C 0.59757(18) 0.19512(9) 0.09822(14) 0.0202(3) Uani 1 1 d .
H2A H 0.5037 0.2009 0.1174 0.030 Uiso 1 1 calc R
H2B H 0.6559 0.1522 0.1483 0.030 Uiso 1 1 calc R
H2C H 0.5810 0.1790 0.0156 0.030 Uiso 1 1 calc R
O2 O 0.58677(11) 0.37691(7) 0.62620(9) 0.0169(2) Uani 1 1 d .
N2 N 0.67517(14) 0.27449(8) 0.11796(11) 0.0150(2) Uani 1 1 d .
Cl3 Cl 0.10279(4) 0.49673(3) 0.39218(4) 0.02466(9) Uani 1 1 d .
C4 C 0.68024(17) 0.44871(9) 0.06053(13) 0.0182(3) Uani 1 1 d .
H4A H 0.6285 0.4115 -0.0025 0.027 Uiso 1 1 calc R
H4B H 0.7817 0.4548 0.0571 0.027 Uiso 1 1 calc R
H4C H 0.6329 0.5035 0.0509 0.027 Uiso 1 1 calc R
C5 C 0.70612(17) 0.47247(10) 0.27206(13) 0.0193(3) Uani 1 1 d .
H5A H 0.7830 0.5112 0.2645 0.029 Uiso 1 1 calc R
H5B H 0.7379 0.4420 0.3464 0.029 Uiso 1 1 calc R
H5C H 0.6172 0.5039 0.2708 0.029 Uiso 1 1 calc R
C6 C 0.47873(15) 0.35711(9) 0.30653(12) 0.0128(3) Uani 1 1 d .
C7 C 0.36225(16) 0.38856(9) 0.21629(13) 0.0153(3) Uani 1 1 d .
H7 H 0.3630 0.3800 0.1367 0.018 Uiso 1 1 calc R
C8 C 0.24724(16) 0.43149(9) 0.24074(13) 0.0170(3) Uani 1 1 d .
H8 H 0.1696 0.4519 0.1789 0.020 Uiso 1 1 calc R
C9 C 0.24719(16) 0.44436(9) 0.35784(13) 0.0165(3) Uani 1 1 d .
C10 C 0.36000(16) 0.41623(9) 0.44820(13) 0.0154(3) Uani 1 1 d .
H10 H 0.3589 0.4267 0.5272 0.019 Uiso 1 1 calc R
C11 C 0.47659(15) 0.37216(9) 0.42424(12) 0.0129(3) Uani 1 1 d .
C12 C 0.59469(15) 0.34350(9) 0.52561(12) 0.0135(3) Uani 1 1 d .
C13 C 0.69397(17) 0.34750(11) 0.73086(13) 0.0216(3) Uani 1 1 d .
H13A H 0.6849 0.2869 0.7378 0.032 Uiso 1 1 calc R
H13B H 0.6768 0.3747 0.8005 0.032 Uiso 1 1 calc R
H13C H 0.7922 0.3611 0.7246 0.032 Uiso 1 1 calc R
C3 C 0.80579(19) 0.27901(10) 0.07455(15) 0.0229(3) Uani 1 1 d .
H3A H 0.7773 0.2820 -0.0114 0.034 Uiso 1 1 calc R
H3B H 0.8657 0.2292 0.0996 0.034 Uiso 1 1 calc R
H3C H 0.8619 0.3289 0.1064 0.034 Uiso 1 1 calc R
N3 N 0.67667(13) 0.41338(7) 0.17441(10) 0.0143(2) 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'
Cl Cl 0.1484 0.1585 '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
N1 Zn1 O1 87.17(5)
N1 Zn1 Cl1 120.03(4)
O1 Zn1 Cl1 101.81(3)
N1 Zn1 Cl2 112.53(4)
O1 Zn1 Cl2 109.91(3)
Cl1 Zn1 Cl2 118.897(16)
N2 C1 N1 118.61(13)
N2 C1 N3 119.31(13)
N1 C1 N3 122.00(13)
C12 O1 Zn1 122.54(10)
C1 N1 C6 119.63(12)
C1 N1 Zn1 119.77(9)
C6 N1 Zn1 119.90(9)
N2 C2 H2A 109.5
N2 C2 H2B 109.5
H2A C2 H2B 109.5
N2 C2 H2C 109.5
H2A C2 H2C 109.5
H2B C2 H2C 109.5
C12 O2 C13 116.01(12)
C1 N2 C2 121.53(12)
C1 N2 C3 122.12(13)
C2 N2 C3 115.29(12)
N3 C4 H4A 109.5
N3 C4 H4B 109.5
H4A C4 H4B 109.5
N3 C4 H4C 109.5
H4A C4 H4C 109.5
H4B C4 H4C 109.5
N3 C5 H5A 109.5
N3 C5 H5B 109.5
H5A C5 H5B 109.5
N3 C5 H5C 109.5
H5A C5 H5C 109.5
H5B C5 H5C 109.5
N1 C6 C7 119.52(12)
N1 C6 C11 122.33(12)
C7 C6 C11 118.04(13)
C8 C7 C6 121.76(13)
C8 C7 H7 119.1
C6 C7 H7 119.1
C7 C8 C9 118.86(13)
C7 C8 H8 120.6
C9 C8 H8 120.6
C10 C9 C8 121.15(13)
C10 C9 Cl3 118.65(11)
C8 C9 Cl3 120.21(11)
C9 C10 C11 120.38(13)
C9 C10 H10 119.8
C11 C10 H10 119.8
C10 C11 C6 119.79(13)
C10 C11 C12 117.70(12)
C6 C11 C12 122.50(12)
O1 C12 O2 120.92(13)
O1 C12 C11 126.10(13)
O2 C12 C11 112.98(12)
O2 C13 H13A 109.5
O2 C13 H13B 109.5
H13A C13 H13B 109.5
O2 C13 H13C 109.5
H13A C13 H13C 109.5
H13B C13 H13C 109.5
N2 C3 H3A 109.5
N2 C3 H3B 109.5
H3A C3 H3B 109.5
N2 C3 H3C 109.5
H3A C3 H3C 109.5
H3B C3 H3C 109.5
C1 N3 C5 121.44(12)
C1 N3 C4 123.28(12)
C5 N3 C4 115.24(12)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Zn1 N1 1.9991(12)
Zn1 O1 2.0721(11)
Zn1 Cl1 2.2120(4)
Zn1 Cl2 2.2123(4)
C1 N2 1.3418(18)
C1 N1 1.3481(18)
C1 N3 1.3497(18)
O1 C12 1.2289(17)
N1 C6 1.4016(18)
C2 N2 1.4584(19)
C2 H2A 0.9800
C2 H2B 0.9800
C2 H2C 0.9800
O2 C12 1.3213(17)
O2 C13 1.4594(18)
N2 C3 1.4618(19)
Cl3 C9 1.7433(15)
C4 N3 1.4659(18)
C4 H4A 0.9800
C4 H4B 0.9800
C4 H4C 0.9800
C5 N3 1.4609(18)
C5 H5A 0.9800
C5 H5B 0.9800
C5 H5C 0.9800
C6 C7 1.4141(19)
C6 C11 1.4142(19)
C7 C8 1.384(2)
C7 H7 0.9500
C8 C9 1.396(2)
C8 H8 0.9500
C9 C10 1.376(2)
C10 C11 1.4029(19)
C10 H10 0.9500
C11 C12 1.4842(19)
C13 H13A 0.9800
C13 H13B 0.9800
C13 H13C 0.9800
C3 H3A 0.9800
C3 H3B 0.9800
C3 H3C 0.9800
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
N1 Zn1 O1 C12 38.99(12)
Cl1 Zn1 O1 C12 -81.12(11)
Cl2 Zn1 O1 C12 151.96(10)
N2 C1 N1 C6 -142.04(13)
N3 C1 N1 C6 41.38(19)
N2 C1 N1 Zn1 47.53(16)
N3 C1 N1 Zn1 -129.05(12)
O1 Zn1 N1 C1 125.90(11)
Cl1 Zn1 N1 C1 -132.09(10)
Cl2 Zn1 N1 C1 15.50(12)
O1 Zn1 N1 C6 -44.50(11)
Cl1 Zn1 N1 C6 57.51(11)
Cl2 Zn1 N1 C6 -154.90(9)
N1 C1 N2 C2 26.8(2)
N3 C1 N2 C2 -156.56(13)
N1 C1 N2 C3 -140.87(14)
N3 C1 N2 C3 35.8(2)
C1 N1 C6 C7 45.00(19)
Zn1 N1 C6 C7 -144.59(11)
C1 N1 C6 C11 -138.89(14)
Zn1 N1 C6 C11 31.53(18)
N1 C6 C7 C8 175.03(14)
C11 C6 C7 C8 -1.3(2)
C6 C7 C8 C9 0.4(2)
C7 C8 C9 C10 1.0(2)
C7 C8 C9 Cl3 -178.99(12)
C8 C9 C10 C11 -1.4(2)
Cl3 C9 C10 C11 178.55(11)
C9 C10 C11 C6 0.5(2)
C9 C10 C11 C12 -179.95(13)
N1 C6 C11 C10 -175.36(13)
C7 C6 C11 C10 0.8(2)
N1 C6 C11 C12 5.1(2)
C7 C6 C11 C12 -178.74(13)
Zn1 O1 C12 O2 161.64(10)
Zn1 O1 C12 C11 -17.6(2)
C13 O2 C12 O1 -3.08(19)
C13 O2 C12 C11 176.22(12)
C10 C11 C12 O1 167.61(14)
C6 C11 C12 O1 -12.8(2)
C10 C11 C12 O2 -11.65(18)
C6 C11 C12 O2 167.90(13)
N2 C1 N3 C5 -152.85(13)
N1 C1 N3 C5 23.7(2)
N2 C1 N3 C4 29.5(2)
N1 C1 N3 C4 -153.91(13)
