# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2014

#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_1a

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C10 H18 Ca Cl2 N2 O4'
_chemical_formula_sum            'C10 H18 Ca Cl2 N2 O4'
_chemical_formula_weight         341.24

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'
Ca Ca 0.2262 0.3064 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/c'
_symmetry_space_group_name_hall  '-P 2ybc'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   10.6806(15)
_cell_length_b                   9.1982(13)
_cell_length_c                   7.5204(11)
_cell_angle_alpha                90.00
_cell_angle_beta                 107.139(2)
_cell_angle_gamma                90.00
_cell_volume                     706.01(17)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    2794
_cell_measurement_theta_min      2.98
_cell_measurement_theta_max      27.97

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.31
_exptl_crystal_size_mid          0.27
_exptl_crystal_size_min          0.05
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.605
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             356
_exptl_absorpt_coefficient_mu    0.833
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7822
_exptl_absorpt_correction_T_max  0.9595
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         microsource
_diffrn_radiation_monochromator  'multi-layer optics'
_diffrn_measurement_device_type  'Bruker APEX CCD'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            9265
_diffrn_reflns_av_R_equivalents  0.0484
_diffrn_reflns_av_sigmaI/netI    0.0341
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_theta_min         2.98
_diffrn_reflns_theta_max         28.12
_reflns_number_total             1713
_reflns_number_gt                1552
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0300P)²+0.4000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         1713
_refine_ls_number_parameters     94
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0320
_refine_ls_R_factor_gt           0.0283
_refine_ls_wR_factor_ref         0.0711
_refine_ls_wR_factor_gt          0.0686
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_restrained_S_all      1.027
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_iucr_refine_instruction_details 
;
TITL k12_89 in P2(1)/c
CELL 0.71073  10.6806   9.1982   7.5204  90.000 107.139  90.000
ZERR    2.00   0.0015   0.0013   0.0011   0.000   0.002   0.000
LATT  1
SYMM -X, 0.5+Y, 0.5-Z
SFAC  C   H   N   O   CL  CA
UNIT   20   36   4   8   4   2
TEMP -173.000
L.S. 4
BOND
REM solved by TREF
SIZE .31 .27 .05 
BOND $H
ACTA
FMAP 2
PLAN 20
SADI N1 H1A N1 H1B
WGHT    0.030000    0.400000
FVAR       0.19569
MOLE   1
CA1   6    1.000000    0.500000    0.500000    10.50000    0.01247    0.00898 =
         0.01081   -0.00018    0.00539   -0.00066
CL1   5    0.748271    0.586980    0.327746    11.00000    0.01442    0.01472 =
         0.01731   -0.00015    0.00620    0.00240
O1    4    0.944854    0.458917    0.773740    11.00000    0.01882    0.01171 =
         0.01424    0.00173    0.00845   -0.00012
O2    4    0.951964    0.233491    0.888406    11.00000    0.01827    0.01094 =
         0.01836    0.00140    0.00706    0.00303
C1    1    0.908644    0.360189    0.863648    11.00000    0.01132    0.01183 =
         0.00913   -0.00159    0.00225   -0.00031
C2    1    0.800967    0.397901    0.952055    11.00000    0.01504    0.00869 =
         0.01295    0.00079    0.00604    0.00038
AFIX  13
H2    2    0.830667    0.374798    1.088010    11.00000   -1.20000
AFIX   0
C3    1    0.671458    0.319398    0.857613    11.00000    0.01457    0.01228 =
         0.01946    0.00108    0.00695   -0.00182
AFIX  23
H3A   2    0.687411    0.224252    0.806686    11.00000   -1.20000
H3B   2    0.619869    0.304050    0.945910    11.00000   -1.20000
AFIX   0
C4    1    0.601599    0.423615    0.702211    11.00000    0.01454    0.01423 =
         0.01659   -0.00003    0.00346   -0.00085
AFIX  23
H4A   2    0.638977    0.418558    0.596536    11.00000   -1.20000
H4B   2    0.506519    0.402826    0.656745    11.00000   -1.20000
AFIX   0
C5    1    0.627917    0.570064    0.798548    11.00000    0.01558    0.01334 =
         0.02208   -0.00008    0.00233    0.00232
AFIX  23
H5A   2    0.619622    0.649585    0.707083    11.00000   -1.20000
H5B   2    0.566539    0.588327    0.872317    11.00000   -1.20000
AFIX   0
N1    3    0.766968    0.557420    0.923090    11.00000    0.01417    0.01083 =
         0.01636   -0.00128    0.00488    0.00117
H1A   2    0.822402    0.597590    0.870056    11.00000   -1.20000
H1B   2    0.776328    0.598601    1.033643    11.00000   -1.20000
HKLF 4
 
REM  k12_89 in P2(1)/c
REM R1 =  0.0283 for   1552 Fo > 4sig(Fo)  and  0.0320 for all   1713 data
REM     94 parameters refined using      1 restraints
 
END  
     
WGHT      0.0307      0.3551 
REM Highest difference peak  0.370,  deepest hole -0.246,  1-sigma level  0.069
Q1    1   0.8521  0.3872  0.9020  11.00000  0.05    0.37
Q2    1   0.6158  0.4935  0.7555  11.00000  0.05    0.37
Q3    1   0.6379  0.3683  0.7749  11.00000  0.05    0.35
Q4    1   0.6979  0.5877  0.2021  11.00000  0.05    0.32
Q5    1   0.7906  0.5975  0.4532  11.00000  0.05    0.32
Q6    1   0.7413  0.3552  0.9072  11.00000  0.05    0.32
Q7    1   0.7845  0.4719  0.9376  11.00000  0.05    0.29
Q8    1   0.9540  0.4953  0.3808  11.00000  0.05    0.29
Q9    1   0.8401  0.4009  1.0489  11.00000  0.05    0.28
Q10   1   0.9404  0.5652  0.4918  11.00000  0.05    0.27
Q11   1   0.6980  0.5683  0.8636  11.00000  0.05    0.27
Q12   1   0.8070  0.5278  0.3581  11.00000  0.05    0.27
Q13   1   0.6867  0.6496  0.3265  11.00000  0.05    0.27
Q14   1   0.6554  0.5430  0.2992  11.00000  0.05    0.27
Q15   1   0.8542  0.5894  0.3685  11.00000  0.05    0.26
Q16   1   0.9623  0.2830  0.8944  11.00000  0.05    0.25
Q17   1   0.8013  0.6205  0.2804  11.00000  0.05    0.25
Q18   1   0.9973  0.4979  0.8537  11.00000  0.05    0.24
Q19   1   1.0215  0.4661  0.8251  11.00000  0.05    0.23
Q20   1   0.9041  0.4027  0.7701  11.00000  0.05    0.23
;

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
Ca1 Ca 1.0000 0.5000 0.5000 0.01033(11) Uani 1 2 d S . .
Cl1 Cl 0.74827(3) 0.58698(4) 0.32775(5) 0.01515(11) Uani 1 1 d . . .
O1 O 0.94485(11) 0.45892(11) 0.77374(15) 0.0142(2) Uani 1 1 d . . .
O2 O 0.95196(11) 0.23349(11) 0.88841(16) 0.0155(2) Uani 1 1 d . . .
C1 C 0.90864(14) 0.36019(16) 0.8636(2) 0.0109(3) Uani 1 1 d . . .
C2 C 0.80097(14) 0.39790(15) 0.9521(2) 0.0118(3) Uani 1 1 d . . .
H2 H 0.8307 0.3748 1.0880 0.014 Uiso 1 1 calc R . .
C3 C 0.67146(14) 0.31940(16) 0.8576(2) 0.0150(3) Uani 1 1 d . . .
H3A H 0.6874 0.2243 0.8067 0.018 Uiso 1 1 calc R . .
H3B H 0.6199 0.3041 0.9459 0.018 Uiso 1 1 calc R . .
C4 C 0.60160(15) 0.42362(16) 0.7022(2) 0.0154(3) Uani 1 1 d . . .
H4A H 0.6390 0.4186 0.5965 0.018 Uiso 1 1 calc R . .
H4B H 0.5065 0.4028 0.6567 0.018 Uiso 1 1 calc R . .
C5 C 0.62792(15) 0.57006(17) 0.7985(2) 0.0177(3) Uani 1 1 d . . .
H5A H 0.6196 0.6496 0.7071 0.021 Uiso 1 1 calc R . .
H5B H 0.5665 0.5883 0.8723 0.021 Uiso 1 1 calc R . .
N1 N 0.76697(13) 0.55742(14) 0.92309(19) 0.0137(3) Uani 1 1 d D . .
H1A H 0.8224(18) 0.598(2) 0.870(3) 0.016 Uiso 1 1 d D . .
H1B H 0.7763(18) 0.5986(19) 1.034(2) 0.016 Uiso 1 1 d D . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ca1 O2 2.3079(11) 4_565 ?
Ca1 O2 2.3079(11) 2_756 ?
Ca1 O1 2.3329(11) 3_766 ?
Ca1 O1 2.3329(11) . ?
Ca1 Cl1 2.7375(5) . ?
Ca1 Cl1 2.7376(5) 3_766 ?
O1 C1 1.2592(18) . ?
O2 C1 1.2474(18) . ?
O2 Ca1 2.3079(11) 2_746 ?
C1 C2 1.528(2) . ?
C2 N1 1.5118(18) . ?
C2 C3 1.536(2) . ?
C2 H2 1.0000 . ?
C3 C4 1.526(2) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 C5 1.516(2) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 N1 1.509(2) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
N1 H1A 0.886(16) . ?
N1 H1B 0.892(16) . ?

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
_geom_angle_publ_flag
O2 Ca1 O2 179.999(1) 4_565 2_756 ?
O2 Ca1 O1 85.22(4) 4_565 3_766 ?
O2 Ca1 O1 94.78(4) 2_756 3_766 ?
O2 Ca1 O1 94.78(4) 4_565 . ?
O2 Ca1 O1 85.22(4) 2_756 . ?
O1 Ca1 O1 180.0 3_766 . ?
O2 Ca1 Cl1 91.02(3) 4_565 . ?
O2 Ca1 Cl1 88.98(3) 2_756 . ?
O1 Ca1 Cl1 90.18(3) 3_766 . ?
O1 Ca1 Cl1 89.81(3) . . ?
O2 Ca1 Cl1 88.98(3) 4_565 3_766 ?
O2 Ca1 Cl1 91.02(3) 2_756 3_766 ?
O1 Ca1 Cl1 89.81(3) 3_766 3_766 ?
O1 Ca1 Cl1 90.19(3) . 3_766 ?
Cl1 Ca1 Cl1 180.0 . 3_766 ?
C1 O1 Ca1 142.00(10) . . ?
C1 O2 Ca1 163.05(10) . 2_746 ?
O2 C1 O1 126.50(14) . . ?
O2 C1 C2 116.15(13) . . ?
O1 C1 C2 117.35(13) . . ?
N1 C2 C1 109.71(12) . . ?
N1 C2 C3 104.14(12) . . ?
C1 C2 C3 112.50(12) . . ?
N1 C2 H2 110.1 . . ?
C1 C2 H2 110.1 . . ?
C3 C2 H2 110.1 . . ?
C4 C3 C2 103.25(12) . . ?
C4 C3 H3A 111.1 . . ?
C2 C3 H3A 111.1 . . ?
C4 C3 H3B 111.1 . . ?
C2 C3 H3B 111.1 . . ?
H3A C3 H3B 109.1 . . ?
C5 C4 C3 102.26(13) . . ?
C5 C4 H4A 111.3 . . ?
C3 C4 H4A 111.3 . . ?
C5 C4 H4B 111.3 . . ?
C3 C4 H4B 111.3 . . ?
H4A C4 H4B 109.2 . . ?
N1 C5 C4 103.78(12) . . ?
N1 C5 H5A 111.0 . . ?
C4 C5 H5A 111.0 . . ?
N1 C5 H5B 111.0 . . ?
C4 C5 H5B 111.0 . . ?
H5A C5 H5B 109.0 . . ?
C5 N1 C2 108.36(12) . . ?
C5 N1 H1A 110.8(12) . . ?
C2 N1 H1A 107.8(12) . . ?
C5 N1 H1B 111.4(12) . . ?
C2 N1 H1B 108.8(12) . . ?
H1A N1 H1B 109.6(17) . . ?

_diffrn_measured_fraction_theta_max 0.995
_diffrn_reflns_theta_full        28.12
_diffrn_measured_fraction_theta_full 0.995
_refine_diff_density_max         0.370
_refine_diff_density_min         -0.246
_refine_diff_density_rms         0.069
_database_code_depnum_ccdc_archive 'CCDC 971721'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_1b

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C10 H22 Ca Cl2 N2 O6'
_chemical_formula_sum            'C10 H22 Ca Cl2 N2 O6'
_chemical_formula_weight         377.27

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'
Ca Ca 0.2262 0.3064 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_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'

_cell_length_a                   5.8720(19)
_cell_length_b                   17.422(6)
_cell_length_c                   7.957(3)
_cell_angle_alpha                90
_cell_angle_beta                 104.233(5)
_cell_angle_gamma                90
_cell_volume                     789.0(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    1477
_cell_measurement_theta_min      3.53
_cell_measurement_theta_max      24.92

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.588
_exptl_crystal_F_000             396
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.160
_exptl_crystal_size_min          0.060
_exptl_absorpt_coefficient_mu    0.763
_shelx_estimated_absorpt_T_min   0.862
_shelx_estimated_absorpt_T_max   0.956
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.634
_exptl_absorpt_correction_T_max  0.745
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            8140
_diffrn_reflns_av_unetI/netI     0.0727
_diffrn_reflns_av_R_equivalents  0.0655
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_theta_min         2.338
_diffrn_reflns_theta_max         25.205
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             1418
_reflns_number_gt                1196
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 w=1/[σ²(Fo²)+(0.0600P)²+3.0000P]
 where P=(Fo²+2Fc²)/3
;
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         1418
_refine_ls_number_parameters     109
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0690
_refine_ls_R_factor_gt           0.0613
_refine_ls_wR_factor_ref         0.1633
_refine_ls_wR_factor_gt          0.1596
_refine_ls_goodness_of_fit_ref   1.090
_refine_ls_restrained_S_all      1.089
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ca1 Ca 0.0000 0.0000 0.0000 0.0122(4) Uani 1 2 d S . P . .
Cl1 Cl 0.2882(2) 0.12534(7) 0.03899(15) 0.0163(4) Uani 1 1 d . . . . .
O1 O 0.2859(6) -0.06245(19) 0.2169(4) 0.0161(8) Uani 1 1 d . . . . .
O2 O 0.1743(5) -0.0551(2) 0.4653(4) 0.0169(8) Uani 1 1 d . . . . .
O3 O 0.2136(6) -0.0537(2) -0.1836(4) 0.0217(8) Uani 1 1 d D . . . .
H3A H 0.344(8) -0.070(3) -0.131(7) 0.026 Uiso 1 1 d D U . . .
H3B H 0.201(10) -0.061(3) -0.287(5) 0.026 Uiso 1 1 d D U . . .
N1 N 0.7182(7) -0.1165(2) 0.3649(5) 0.0132(9) Uani 1 1 d D . . . .
H1A H 0.841(8) -0.086(3) 0.402(7) 0.016 Uiso 1 1 d D U . . .
H1B H 0.648(9) -0.103(3) 0.257(5) 0.016 Uiso 1 1 d D U . . .
C1 C 0.3163(8) -0.0721(2) 0.3761(6) 0.0120(10) Uani 1 1 d . . . . .
C2 C 0.5456(8) -0.1099(3) 0.4752(6) 0.0117(10) Uani 1 1 d . . . . .
H2 H 0.6164 -0.0792 0.5813 0.014 Uiso 1 1 calc R U . . .
C3 C 0.5074(8) -0.1928(3) 0.5271(6) 0.0160(10) Uani 1 1 d . . . . .
H3C H 0.4662 -0.1948 0.6404 0.019 Uiso 1 1 calc R U . . .
H3D H 0.3821 -0.2183 0.4385 0.019 Uiso 1 1 calc R U . . .
C4 C 0.7454(9) -0.2296(3) 0.5375(7) 0.0201(11) Uani 1 1 d . . . . .
H4A H 0.8622 -0.2138 0.6442 0.024 Uiso 1 1 calc R U . . .
H4B H 0.7340 -0.2863 0.5340 0.024 Uiso 1 1 calc R U . . .
C5 C 0.8081(9) -0.1983(3) 0.3766(7) 0.0181(11) Uani 1 1 d . . . . .
H5A H 0.9800 -0.1996 0.3893 0.022 Uiso 1 1 calc R U . . .
H5B H 0.7298 -0.2281 0.2725 0.022 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ca1 O3 2.342(4) 3 ?
Ca1 O3 2.342(4) . ?
Ca1 O1 2.357(3) 3 ?
Ca1 O1 2.357(3) . ?
Ca1 Cl1 2.7333(13) . ?
Ca1 Cl1 2.7333(13) 3 ?
O1 C1 1.246(6) . ?
O2 C1 1.257(5) . ?
N1 C2 1.499(6) . ?
N1 C5 1.515(6) . ?
C1 C2 1.532(6) . ?
C2 C3 1.534(6) . ?
C3 C4 1.521(7) . ?
C4 C5 1.517(7) . ?

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
_geom_angle_publ_flag
O3 Ca1 O3 180.0(2) 3 . ?
O3 Ca1 O1 83.00(12) 3 3 ?
O3 Ca1 O1 97.00(12) . 3 ?
O3 Ca1 O1 97.00(12) 3 . ?
O3 Ca1 O1 83.00(12) . . ?
O1 Ca1 O1 180.00(19) 3 . ?
O3 Ca1 Cl1 91.25(10) 3 . ?
O3 Ca1 Cl1 88.75(10) . . ?
O1 Ca1 Cl1 91.37(9) 3 . ?
O1 Ca1 Cl1 88.63(9) . . ?
O3 Ca1 Cl1 88.75(10) 3 3 ?
O3 Ca1 Cl1 91.25(10) . 3 ?
O1 Ca1 Cl1 88.63(9) 3 3 ?
O1 Ca1 Cl1 91.37(9) . 3 ?
Cl1 Ca1 Cl1 180.00(3) . 3 ?
C1 O1 Ca1 134.8(3) . . ?
C2 N1 C5 108.2(4) . . ?
O1 C1 O2 126.4(4) . . ?
O1 C1 C2 118.0(4) . . ?
O2 C1 C2 115.6(4) . . ?
N1 C2 C1 111.5(4) . . ?
N1 C2 C3 104.5(4) . . ?
C1 C2 C3 112.0(4) . . ?
C4 C3 C2 102.6(4) . . ?
C5 C4 C3 102.3(4) . . ?
N1 C5 C4 103.7(4) . . ?

_refine_diff_density_max         1.199
_refine_diff_density_min         -0.386
_refine_diff_density_rms         0.117

_shelxl_version_number           2013-2

_iucr_refine_instruction_details 
;
TITL k12_61 in P2(1)/n
CELL 0.71073   5.8720  17.4219   7.9567  90.000 104.233  90.000
ZERR    2.00   0.0019   0.0057   0.0026   0.000   0.005   0.000
LATT  1
SYMM 0.5-X, 0.5+Y, 0.5-Z
SFAC  C   H   N   O   CL  CA
UNIT   20   44   4  12   4   2
TEMP -173.000
L.S. 8
BOND
FMAP 2
PLAN 20
SADI O3 H3A O3 H3B
SADI N1 H1A N1 H1B
ACTA
WGHT    0.060000    3.000000
FVAR       0.26748
MOLE   1
CA1   6    0.000000    0.000000    0.000000    10.50000    0.01172    0.01420 =
         0.01052    0.00174    0.00251    0.00238
CL1   5    0.288215    0.125344    0.038990    11.00000    0.01773    0.01431 =
         0.01721    0.00066    0.00521    0.00125
O1    4    0.285876   -0.062448    0.216866    11.00000    0.01535    0.02049 =
         0.01199    0.00190    0.00260    0.00342
O2    4    0.174285   -0.055093    0.465329    11.00000    0.01136    0.02254 =
         0.01797   -0.00203    0.00585    0.00173
O3    4    0.213558   -0.053673   -0.183632    11.00000    0.01869    0.03398 =
         0.01251   -0.00032    0.00392    0.00813
H3A   2    0.343651   -0.070433   -0.130991    11.00000   -1.20000
H3B   2    0.200855   -0.060986   -0.287436    11.00000   -1.20000
N1    3    0.718193   -0.116520    0.364903    11.00000    0.01108    0.01397 =
         0.01445    0.00155    0.00300    0.00083
H1A   2    0.840929   -0.086341    0.402395    11.00000   -1.20000
H1B   2    0.648088   -0.102636    0.257488    11.00000   -1.20000
C1    1    0.316327   -0.072103    0.376058    11.00000    0.01162    0.00781 =
         0.01572   -0.00147    0.00201   -0.00064
C2    1    0.545626   -0.109919    0.475158    11.00000    0.01292    0.01242 =
         0.01039   -0.00137    0.00419   -0.00041
AFIX  13
H2    2    0.616435   -0.079189    0.581293    11.00000   -1.20000
AFIX   0
C3    1    0.507376   -0.192842    0.527070    11.00000    0.01732    0.01488 =
         0.01680    0.00317    0.00594    0.00019
AFIX  23
H3C   2    0.466232   -0.194804    0.640420    11.00000   -1.20000
H3D   2    0.382064   -0.218297    0.438458    11.00000   -1.20000
AFIX   0
C4    1    0.745408   -0.229603    0.537523    11.00000    0.01988    0.01412 =
         0.02505    0.00295    0.00309    0.00514
AFIX  23
H4A   2    0.862168   -0.213844    0.644234    11.00000   -1.20000
H4B   2    0.733954   -0.286301    0.534007    11.00000   -1.20000
AFIX   0
C5    1    0.808064   -0.198317    0.376647    11.00000    0.01376    0.01426 =
         0.02637   -0.00092    0.00524    0.00420
AFIX  23
H5A   2    0.980019   -0.199597    0.389331    11.00000   -1.20000
H5B   2    0.729763   -0.228113    0.272508    11.00000   -1.20000
AFIX   0
HKLF 4 1 1 0 0 0 1 0 0 0 1 1.6

REM  k12_61 in P2(1)/n
REM R1 =  0.0613 for    1196 Fo > 4sig(Fo)  and  0.0690 for all    1418 data
REM    109 parameters refined using      2 restraints

END

WGHT      0.0680      1.3441

REM Highest difference peak  1.199,  deepest hole -0.386,  1-sigma level  0.117
Q1    1  -0.0165 -0.1235  0.1844  11.00000  0.05    1.20
Q2    1   0.3277 -0.0017 -0.1308  11.00000  0.05    1.18
Q3    1   0.3287 -0.0026  0.2426  11.00000  0.05    0.86
Q4    1   0.3602 -0.1228 -0.3036  11.00000  0.05    0.83
Q5    1   0.4019  0.1259  0.0869  11.00000  0.05    0.65
Q6    1  -0.0069  0.0020  0.3663  11.00000  0.05    0.54
Q7    1   0.5032 -0.0509  0.6819  11.00000  0.05    0.46
Q8    1   0.2960 -0.1216  0.4251  11.00000  0.05    0.42
Q9    1   1.1454 -0.1982  0.6031  11.00000  0.05    0.39
Q10   1   0.0650  0.0651  0.0318  11.00000  0.05    0.39
Q11   1   0.1296 -0.0555  0.3992  11.00000  0.05    0.39
Q12   1   0.3859 -0.0650 -0.0953  11.00000  0.05    0.37
Q13   1   0.1544  0.1205  0.0659  11.00000  0.05    0.36
Q14   1   0.0427 -0.0727 -0.3489  11.00000  0.05    0.36
Q15   1   0.3574 -0.0640 -0.2379  11.00000  0.05    0.36
Q16   1   0.8544 -0.0396  0.5781  11.00000  0.05    0.33
Q17   1   0.1845 -0.0115  0.0148  11.00000  0.05    0.31
Q18   1   0.4154 -0.0929  0.4303  11.00000  0.05    0.31
Q19   1   0.7757 -0.0582  0.1613  11.00000  0.05    0.30
Q20   1   0.4689 -0.0468  0.2954  11.00000  0.05    0.30
;
_database_code_depnum_ccdc_archive 'CCDC 971722'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_2a

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C10 H18 Ca Cl2 N2 O4'
_chemical_formula_sum            'C10 H18 Ca Cl2 N2 O4'
_chemical_formula_weight         341.24
_chemical_absolute_configuration rmad

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'
Ca Ca 0.2262 0.3064 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'P 21 21 21'
_symmetry_space_group_name_hall  'P 2ac 2ab'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   7.6518(12)
_cell_length_b                   9.7084(15)
_cell_length_c                   19.982(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     1484.4(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    1654
_cell_measurement_theta_min      2.93
_cell_measurement_theta_max      21.47

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.04
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.527
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             712
_exptl_absorpt_coefficient_mu    0.793
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8576
_exptl_absorpt_correction_T_max  0.9690
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         microsource
_diffrn_radiation_monochromator  'multi-layer optics'
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            17580
_diffrn_reflns_av_R_equivalents  0.0749
_diffrn_reflns_av_sigmaI/netI    0.0486
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         2.85
_diffrn_reflns_theta_max         26.19
_reflns_number_total             2979
_reflns_number_gt                2670
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0300P)²+0.5000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 
'Flack H D (1983), Acta Cryst. A39, 876-881, 1247 Friedel pairs'
_refine_ls_abs_structure_Flack   0.03(5)
_refine_ls_number_reflns         2979
_refine_ls_number_parameters     194
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0434
_refine_ls_R_factor_gt           0.0358
_refine_ls_wR_factor_ref         0.0783
_refine_ls_wR_factor_gt          0.0747
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_restrained_S_all      1.039
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_iucr_refine_instruction_details 
;
TITL k12_88 in P2(1)2(1)2(1)
CELL 0.71073   7.6518   9.7084  19.9823  90.000  90.000  90.000
ZERR    4.00   0.0012   0.0015   0.0031   0.000   0.000   0.000
LATT -1
SYMM 0.5-X, -Y, 0.5+Z
SYMM -X, 0.5+Y, 0.5-Z
SYMM 0.5+X, 0.5-Y, -Z
SFAC  C   H   N   O   CL  CA
UNIT   40   72   8  16   8   4
TEMP -173.000
L.S. 8
REM solved by TREF
BOND
FMAP 2
ACTA
MOVE 1 1 0
SADI N1 H1A N1 H1B N2 H2A N2 H2B
SIZE 0.2 0.09 0.04
PLAN 20
OMIT 0 0 2
WGHT    0.030000    0.500000
FVAR       0.13905   0.64125
MOLE   1
CA1   6    0.043796   -0.007618   -0.009363    11.00000    0.01405    0.01403 =
         0.01668   -0.00015    0.00076   -0.00015
CL1   5   -0.040783    0.016537   -0.141985    11.00000    0.02136    0.02272 =
         0.01781    0.00341    0.00058    0.00229
CL2   5    0.082817   -0.120752    0.116039    11.00000    0.02070    0.02985 =
         0.02086    0.00439   -0.00078    0.00125
N2    3    0.031999    0.509404    0.106762    11.00000    0.02012    0.01905 =
         0.02122   -0.00301    0.00313   -0.00528
H2A   2   -0.047832    0.550117    0.078654    11.00000   -1.20000
H2B   2    0.129552    0.559385    0.098272    11.00000   -1.20000
O2    4    0.276188   -0.385375    0.004771    11.00000    0.01622    0.01869 =
         0.01752    0.00203   -0.00110    0.00327
O1    4    0.210529   -0.191556   -0.050465    11.00000    0.01734    0.01216 =
         0.02136   -0.00038    0.00093    0.00032
N1    3   -0.025790   -0.310727   -0.131100    11.00000    0.02086    0.01719 =
         0.01875    0.00051   -0.00437    0.00024
H1A   2   -0.144262   -0.322231   -0.128545    11.00000   -1.20000
H1B   2    0.004943   -0.220913   -0.129291    11.00000   -1.20000
O3    4   -0.080893    0.193986    0.020852    11.00000    0.01940    0.01396 =
         0.02468   -0.00183    0.00105    0.00110
O4    4   -0.190595    0.405652    0.021071    11.00000    0.01727    0.01542 =
         0.02711    0.00106   -0.00088    0.00510
C1    1    0.192292   -0.317781   -0.037704    11.00000    0.01462    0.01583 =
         0.01827   -0.00042    0.00560    0.00357
C8    1    0.051199    0.284218    0.154866    11.00000    0.03231    0.02459 =
         0.02268    0.00409   -0.00695   -0.00030
AFIX  23
H8A   2    0.006908    0.189232    0.148764    11.00000   -1.20000
H8B   2    0.167587    0.280407    0.176426    11.00000   -1.20000
AFIX   0
C9    1   -0.075626    0.370379    0.195854    11.00000    0.02537    0.04605 =
         0.01979    0.00675    0.00056   -0.00061
AFIX  23
H9A   2   -0.198074    0.352161    0.182523    11.00000   -1.20000
H9B   2   -0.062408    0.351717    0.244297    11.00000   -1.20000
AFIX   0
C6    1   -0.082576    0.315740    0.039595    11.00000    0.01193    0.01671 =
         0.01849    0.00325    0.00450   -0.00355
C7    1    0.059536    0.360651    0.088296    11.00000    0.01712    0.01653 =
         0.02189   -0.00168    0.00062    0.00239
AFIX  13
H7    2    0.177311    0.348332    0.067448    11.00000   -1.20000
AFIX   0
C10   1   -0.022855    0.516444    0.179107    11.00000    0.03738    0.03794 =
         0.01653   -0.00463    0.00154    0.01005
AFIX  23
H10A  2   -0.122349    0.580483    0.185021    11.00000   -1.20000
H10B  2    0.075238    0.547180    0.207754    11.00000   -1.20000
AFIX   0
C5    1    0.034329   -0.370754   -0.195952    11.00000    0.05911    0.03052 =
         0.01742   -0.00099    0.00645    0.00907
AFIX  23
H5A   2    0.150312   -0.334176   -0.208844    11.00000   -1.20000
H5B   2   -0.050228   -0.351657   -0.232285    11.00000   -1.20000
AFIX   0
PART 1 21
C4A   1    0.043611   -0.524949   -0.180452    21.00000    0.04914    0.02287 =
         0.02944   -0.00956    0.00108    0.00478
AFIX  23
H4A1  2   -0.072993   -0.568387   -0.184388    21.00000   -1.20000
H4A2  2    0.125806   -0.572296   -0.211027    21.00000   -1.20000
AFIX   0
PART 2 -21
C4B   1    0.148607   -0.482921   -0.177101   -21.00000    0.01667    0.02926 =
         0.02414   -0.01531   -0.00587    0.01027
AFIX  23
H4B1  2    0.271725   -0.451857   -0.179135   -21.00000   -1.20000
H4B2  2    0.134109   -0.560184   -0.208955   -21.00000   -1.20000
AFIX   0
PART 0
C2    1    0.048861   -0.396195   -0.075352    11.00000    0.02154    0.01952 =
         0.01796    0.00475   -0.00054   -0.00007
AFIX  13
H2    2   -0.047053   -0.418779   -0.043179    11.00000   -1.20000
AFIX   0
C3    1    0.108179   -0.529700   -0.109631    11.00000    0.04250    0.01852 =
         0.03203   -0.00339   -0.00950    0.00576
AFIX  23
H3A   2    0.237234   -0.536746   -0.108825    11.00000   -1.20000
H3B   2    0.058864   -0.610643   -0.086149    11.00000   -1.20000
MOLE   2
HKLF 4
 
REM  k12_88 in P2(1)2(1)2(1)
REM R1 =  0.0358 for   2670 Fo > 4sig(Fo)  and  0.0434 for all   2979 data
REM    194 parameters refined using      6 restraints
 
END  
     
WGHT      0.0280      0.5025 
REM Highest difference peak  0.266,  deepest hole -0.225,  1-sigma level  0.061
Q1    1   0.0799 -0.0341  0.1481  11.00000  0.05    0.27
Q2    1  -0.0221  0.3438  0.0648  11.00000  0.05    0.25
Q3    1  -0.1180 -0.4432 -0.2001  11.00000  0.05    0.24
Q4    1   0.1556 -0.3570 -0.1811  11.00000  0.05    0.23
Q5    1   0.0239 -0.0094 -0.0883  11.00000  0.05    0.23
Q6    1  -0.0432 -0.5620 -0.2230  11.00000  0.05    0.23
Q7    1   0.1108 -0.0087  0.0282  11.00000  0.05    0.22
Q8    1  -0.2814  0.3270 -0.0026  11.00000  0.05    0.22
Q9    1   0.0374 -0.3099 -0.2279  11.00000  0.05    0.22
Q10   1   0.0963 -0.0938  0.0259  11.00000  0.05    0.22
Q11   1   0.0648 -0.0645 -0.1506  11.00000  0.05    0.22
Q12   1   0.3497 -0.4373 -0.1624  11.00000  0.05    0.22
Q13   1  -0.0024  0.5160  0.1514  11.00000  0.05    0.21
Q14   1   0.1653 -0.0761  0.1509  11.00000  0.05    0.20
Q15   1   0.0511  0.3218  0.1239  11.00000  0.05    0.20
Q16   1  -0.0646 -0.6210 -0.1129  11.00000  0.05    0.20
Q17   1   0.3819 -0.4220 -0.0018  11.00000  0.05    0.20
Q18   1  -0.0268  0.1330 -0.0068  11.00000  0.05    0.20
Q19   1   0.0515 -0.0542 -0.1704  11.00000  0.05    0.20
Q20   1   0.0526 -0.2462  0.1424  11.00000  0.05    0.20
;


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
Ca1 Ca 1.04380(7) 0.99238(6) -0.00936(3) 0.01492(14) Uani 1 1 d . . .
Cl1 Cl 0.95922(10) 1.01654(8) -0.14199(3) 0.02063(17) Uani 1 1 d . . .
Cl2 Cl 1.08282(10) 0.87925(8) 0.11604(4) 0.02380(18) Uani 1 1 d . . .
N2 N 1.0320(3) 1.5094(3) 0.10676(12) 0.0201(5) Uani 1 1 d D . .
H2A H 0.952(4) 1.550(3) 0.0787(14) 0.024 Uiso 1 1 d D . .
H2B H 1.130(3) 1.559(3) 0.0983(16) 0.024 Uiso 1 1 d D . .
O2 O 1.2762(3) 0.6146(2) 0.00477(9) 0.0175(4) Uani 1 1 d . . .
O1 O 1.2105(3) 0.8084(2) -0.05047(10) 0.0170(5) Uani 1 1 d . . .
N1 N 0.9742(4) 0.6893(3) -0.13110(13) 0.0189(6) Uani 1 1 d D B .
H1A H 0.856(3) 0.678(3) -0.1285(16) 0.023 Uiso 1 1 d D . .
H1B H 1.005(4) 0.779(2) -0.1293(15) 0.023 Uiso 1 1 d D . .
O3 O 0.9191(3) 1.1940(2) 0.02085(10) 0.0193(5) Uani 1 1 d . . .
O4 O 0.8094(3) 1.4057(2) 0.02107(10) 0.0199(5) Uani 1 1 d . . .
C1 C 1.1923(4) 0.6822(3) -0.03770(15) 0.0162(7) Uani 1 1 d . B .
C8 C 1.0512(5) 1.2842(3) 0.15487(15) 0.0265(8) Uani 1 1 d . . .
H8A H 1.0069 1.1892 0.1488 0.032 Uiso 1 1 calc R . .
H8B H 1.1676 1.2804 0.1764 0.032 Uiso 1 1 calc R . .
C9 C 0.9244(5) 1.3704(4) 0.19585(15) 0.0304(8) Uani 1 1 d . . .
H9A H 0.8019 1.3522 0.1825 0.036 Uiso 1 1 calc R . .
H9B H 0.9376 1.3517 0.2443 0.036 Uiso 1 1 calc R . .
C6 C 0.9174(4) 1.3157(3) 0.03959(14) 0.0157(6) Uani 1 1 d . . .
C7 C 1.0595(4) 1.3607(3) 0.08830(14) 0.0185(7) Uani 1 1 d . . .
H7 H 1.1773 1.3483 0.0674 0.022 Uiso 1 1 calc R . .
C10 C 0.9771(5) 1.5164(4) 0.17911(15) 0.0306(8) Uani 1 1 d . . .
H10A H 0.8777 1.5805 0.1850 0.037 Uiso 1 1 calc R . .
H10B H 1.0752 1.5472 0.2078 0.037 Uiso 1 1 calc R . .
C5 C 1.0343(6) 0.6292(4) -0.19595(15) 0.0357(9) Uani 1 1 d . . .
H5A H 1.1503 0.6658 -0.2088 0.043 Uiso 1 1 calc R A 1
H5B H 0.9498 0.6483 -0.2323 0.043 Uiso 1 1 calc R A 1
C4A C 1.0436(15) 0.4751(7) -0.1805(3) 0.034(2) Uani 0.641(17) 1 d P B 1
H4A1 H 0.9270 0.4316 -0.1844 0.041 Uiso 0.641(17) 1 calc PR B 1
H4A2 H 1.1258 0.4277 -0.2110 0.041 Uiso 0.641(17) 1 calc PR B 1
C4B C 1.1486(19) 0.5171(14) -0.1771(5) 0.023(4) Uani 0.359(17) 1 d P B 2
H4B1 H 1.2717 0.5481 -0.1791 0.028 Uiso 0.359(17) 1 calc PR B 2
H4B2 H 1.1341 0.4398 -0.2090 0.028 Uiso 0.359(17) 1 calc PR B 2
C2 C 1.0489(4) 0.6038(3) -0.07535(14) 0.0197(7) Uani 1 1 d . . .
H2 H 0.9529 0.5812 -0.0432 0.024 Uiso 1 1 calc R B .
C3 C 1.1082(5) 0.4703(3) -0.10963(17) 0.0310(8) Uani 1 1 d . B .
H3A H 1.2372 0.4633 -0.1088 0.037 Uiso 1 1 calc R C 1
H3B H 1.0589 0.3894 -0.0861 0.037 Uiso 1 1 calc R C 1


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ca1 O3 2.260(2) . ?
Ca1 O4 2.273(2) 4_575 ?
Ca1 O2 2.298(2) 4_465 ?
Ca1 O1 2.343(2) . ?
Ca1 Cl1 2.7380(10) . ?
Ca1 Cl2 2.7522(10) . ?
N2 C7 1.505(4) . ?
N2 C10 1.507(4) . ?
O2 C1 1.250(3) . ?
O2 Ca1 2.298(2) 4_565 ?
O1 C1 1.259(3) . ?
N1 C5 1.493(4) . ?
N1 C2 1.502(4) . ?
O3 C6 1.240(3) . ?
O4 C6 1.258(3) . ?
O4 Ca1 2.273(2) 4_475 ?
C1 C2 1.533(4) . ?
C8 C9 1.521(5) . ?
C8 C7 1.525(4) . ?
C9 C10 1.512(5) . ?
C6 C7 1.523(4) . ?
C5 C4B 1.446(10) . ?
C5 C4A 1.530(7) . ?
C4A C3 1.500(7) . ?
C4B C3 1.456(11) . ?
C2 C3 1.535(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
_geom_angle_publ_flag
O3 Ca1 O4 91.59(8) . 4_575 ?
O3 Ca1 O2 90.27(8) . 4_465 ?
O4 Ca1 O2 176.26(7) 4_575 4_465 ?
O3 Ca1 O1 169.62(8) . . ?
O4 Ca1 O1 78.99(8) 4_575 . ?
O2 Ca1 O1 98.90(7) 4_465 . ?
O3 Ca1 Cl1 94.85(6) . . ?
O4 Ca1 Cl1 94.27(6) 4_575 . ?
O2 Ca1 Cl1 82.34(5) 4_465 . ?
O1 Ca1 Cl1 81.65(5) . . ?
O3 Ca1 Cl2 98.52(6) . . ?
O4 Ca1 Cl2 99.82(6) 4_575 . ?
O2 Ca1 Cl2 83.10(5) 4_465 . ?
O1 Ca1 Cl2 87.47(6) . . ?
Cl1 Ca1 Cl2 160.23(3) . . ?
C7 N2 C10 108.5(2) . . ?
C1 O2 Ca1 136.21(18) . 4_565 ?
C1 O1 Ca1 127.60(19) . . ?
C5 N1 C2 108.1(2) . . ?
C6 O3 Ca1 155.6(2) . . ?
C6 O4 Ca1 156.95(19) . 4_475 ?
O2 C1 O1 126.2(3) . . ?
O2 C1 C2 116.1(3) . . ?
O1 C1 C2 117.6(3) . . ?
C9 C8 C7 103.2(3) . . ?
C10 C9 C8 103.1(3) . . ?
O3 C6 O4 125.4(3) . . ?
O3 C6 C7 117.3(3) . . ?
O4 C6 C7 117.3(3) . . ?
N2 C7 C6 109.3(2) . . ?
N2 C7 C8 104.3(2) . . ?
C6 C7 C8 112.8(3) . . ?
N2 C10 C9 104.1(3) . . ?
C4B C5 N1 104.7(4) . . ?
N1 C5 C4A 102.7(3) . . ?
C3 C4A C5 103.7(5) . . ?
C5 C4B C3 110.3(7) . . ?
N1 C2 C1 111.2(2) . . ?
N1 C2 C3 104.4(2) . . ?
C1 C2 C3 115.3(3) . . ?
C4B C3 C2 102.3(5) . . ?
C4A C3 C2 107.3(3) . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        26.19
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.266
_refine_diff_density_min         -0.225
_refine_diff_density_rms         0.061
_database_code_depnum_ccdc_archive 'CCDC 971723'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_2b

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C5 H11 Ca Cl2 N O3'
_chemical_formula_sum            'C5 H11 Ca Cl2 N O3'
_chemical_formula_weight         244.13
_chemical_absolute_configuration rmad

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'
Ca Ca 0.2262 0.3064 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'P 21 21 21'
_symmetry_space_group_name_hall  'P 2ac 2ab'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   6.9732(6)
_cell_length_b                   11.7268(11)
_cell_length_c                   12.1168(11)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     990.83(15)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    3936
_cell_measurement_theta_min      2.42
_cell_measurement_theta_max      28.79

_exptl_crystal_description       plate
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.08
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.637
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             504
_exptl_absorpt_coefficient_mu    1.141
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7792
_exptl_absorpt_correction_T_max  0.9142
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         microsource
_diffrn_radiation_monochromator  'multilayer optics'
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            14215
_diffrn_reflns_av_R_equivalents  0.0407
_diffrn_reflns_av_sigmaI/netI    0.0284
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.42
_diffrn_reflns_theta_max         28.87
_reflns_number_total             2605
_reflns_number_gt                2520
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'BRUKER smart'
_computing_cell_refinement       'BRUKER saint'
_computing_data_reduction        'BRUKER saint'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0300P)²+0.1000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.02(3)
_refine_ls_number_reflns         2605
_refine_ls_number_parameters     121
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0238
_refine_ls_R_factor_gt           0.0227
_refine_ls_wR_factor_ref         0.0557
_refine_ls_wR_factor_gt          0.0542
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_restrained_S_all      1.044
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_iucr_refine_instruction_details 
;
TITL k12_47 in P2(1)2(1)2(1)
CELL 0.71073   6.9732  11.7268  12.1168  90.000  90.000  90.000
ZERR    4.00   0.0006   0.0011   0.0011   0.000   0.000   0.000
LATT -1
SYMM 0.5-X, -Y, 0.5+Z
SYMM -X, 0.5+Y, 0.5-Z
SYMM 0.5+X, 0.5-Y, -Z
SFAC  C   H   N   O   CL  CA
UNIT   20   44   4  12   8   4
ACTA
TEMP -173.000
L.S. 10
SIZE .23 .21 .08
REM colorless plate
REM solved with TREF
BOND
BOND $H
FMAP 2
PLAN -10
SADI O3 H3C O3 H3D
SADI N1 H1A N1 H1B
WGHT    0.030000    0.100000
FVAR       0.17404
MOLE   1
CA1   6    0.443764    0.787981    0.424744    11.00000    0.00851    0.01034 =
         0.01057    0.00023    0.00045   -0.00023
O3    4    0.394934    0.597946    0.383356    11.00000    0.01773    0.01492 =
         0.04293   -0.00881    0.01218   -0.00139
H3C   2    0.454583    0.549670    0.352434    11.00000   -1.20000
H3D   2    0.294826    0.570710    0.405677    11.00000   -1.20000
CL1   5    0.455309    0.874776    0.218617    11.00000    0.01145    0.01810 =
         0.01585    0.00651    0.00037   -0.00079
CL2   5    0.505030    0.996510    0.520957    11.00000    0.01724    0.01117 =
         0.01931   -0.00293   -0.00211    0.00092
O1    4    0.593578    0.723344    0.617643    11.00000    0.00927    0.01474 =
         0.01186    0.00044    0.00103    0.00059
O2    4    0.279342    0.741809    0.594628    11.00000    0.00896    0.01648 =
         0.01267    0.00180   -0.00147   -0.00079
C1    1    0.426812    0.735510    0.655103    11.00000    0.01342    0.00865 =
         0.01114    0.00049   -0.00099   -0.00131
C2    1    0.391541    0.749074    0.778412    11.00000    0.00943    0.02286 =
         0.01172   -0.00047   -0.00128    0.00104
AFIX  13
H2    2    0.285875    0.696547    0.801411    11.00000   -1.20000
AFIX   0
C3    1    0.337987    0.871496    0.809943    11.00000    0.03666    0.03605 =
         0.01886   -0.00800   -0.00403    0.02295
AFIX  23
H3A   2    0.293154    0.914573    0.744584    11.00000   -1.20000
H3B   2    0.235748    0.872134    0.866629    11.00000   -1.20000
AFIX   0
C4   1    0.521062    0.922009    0.854916    11.00000    0.05404    0.01742 =
         0.02833   -0.00456    0.00059    0.00200
AFIX  23
H4A   2    0.493452    0.986293    0.905437    11.00000   -1.20000
H4B   2    0.604570    0.949431    0.794404    11.00000   -1.20000
AFIX   0
C5    1    0.613961    0.824256    0.916105    11.00000    0.02414    0.02329 =
         0.02395   -0.01044   -0.00692   -0.00157
AFIX  23
H5A   2    0.754264    0.835414    0.922381    11.00000   -1.20000
H5B   2    0.558801    0.815532    0.990916    11.00000   -1.20000
AFIX   0
N1    3    0.567561    0.722970    0.844754    11.00000    0.01202    0.01385 =
         0.01049   -0.00015   -0.00064    0.00122
H1A   2    0.662887    0.707037    0.798904    11.00000   -1.20000
H1B   2    0.557660    0.662781    0.891254    11.00000   -1.20000
HKLF 4
 
REM  k12_47 in P2(1)2(1)2(1)
REM R1 =  0.0228 for   2520 Fo > 4sig(Fo)  and  0.0239 for all   2605 data
REM    121 parameters refined using      4 restraints
 
END  
;

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
Ca1 Ca 0.44376(4) 0.78798(3) 0.42475(3) 0.00980(7) Uani 1 1 d . . .
O3 O 0.3950(2) 0.59798(11) 0.38337(13) 0.0253(3) Uani 1 1 d D . .
H3C H 0.454(3) 0.5509(18) 0.3534(18) 0.030 Uiso 1 1 d D . .
H3D H 0.298(3) 0.572(2) 0.4048(19) 0.030 Uiso 1 1 d D . .
Cl1 Cl 0.45531(6) 0.87477(3) 0.21862(3) 0.01513(9) Uani 1 1 d . . .
Cl2 Cl 0.50503(6) 0.99651(3) 0.52096(3) 0.01590(9) Uani 1 1 d . . .
O1 O 0.59357(16) 0.72335(10) 0.61765(9) 0.0120(2) Uani 1 1 d . . .
O2 O 0.27935(17) 0.74180(10) 0.59463(9) 0.0127(2) Uani 1 1 d . . .
C1 C 0.4268(2) 0.73551(12) 0.65511(13) 0.0111(3) Uani 1 1 d . . .
C2 C 0.3915(2) 0.74908(15) 0.77839(14) 0.0147(3) Uani 1 1 d . . .
H2 H 0.2859 0.6965 0.8014 0.018 Uiso 1 1 calc R . .
C3 C 0.3380(3) 0.87149(19) 0.80995(17) 0.0305(5) Uani 1 1 d . . .
H3A H 0.2931 0.9146 0.7446 0.037 Uiso 1 1 calc R . .
H3B H 0.2358 0.8721 0.8667 0.037 Uiso 1 1 calc R . .
C4 C 0.5211(4) 0.92203(16) 0.85489(17) 0.0333(5) Uani 1 1 d . . .
H4A H 0.4935 0.9863 0.9054 0.040 Uiso 1 1 calc R . .
H4B H 0.6045 0.9494 0.7944 0.040 Uiso 1 1 calc R . .
C5 C 0.6140(3) 0.82426(15) 0.91609(16) 0.0238(4) Uani 1 1 d . . .
H5A H 0.7543 0.8354 0.9224 0.029 Uiso 1 1 calc R . .
H5B H 0.5588 0.8155 0.9909 0.029 Uiso 1 1 calc R . .
N1 N 0.5675(2) 0.72301(12) 0.84475(11) 0.0122(3) Uani 1 1 d D . .
H1A H 0.661(3) 0.7074(17) 0.8001(16) 0.015 Uiso 1 1 d D . .
H1B H 0.558(3) 0.6645(14) 0.8897(15) 0.015 Uiso 1 1 d D . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ca1 O3 2.3091(13) . ?
Ca1 O2 2.3777(12) 4_566 ?
Ca1 O2 2.4176(12) . ?
Ca1 O1 2.4989(12) 4_466 ?
Ca1 O1 2.6701(12) . ?
Ca1 Cl1 2.6982(5) . ?
Ca1 Cl2 2.7426(5) . ?
Ca1 C1 2.8607(16) . ?
Ca1 Ca1 4.0343(4) 4_566 ?
Ca1 Ca1 4.0343(4) 4_466 ?
Ca1 H3D 2.74(2) . ?
O3 H3C 0.777(18) . ?
O3 H3D 0.789(18) . ?
O1 C1 1.256(2) . ?
O1 Ca1 2.4989(12) 4_566 ?
O2 C1 1.265(2) . ?
O2 Ca1 2.3777(12) 4_466 ?
C1 C2 1.522(2) . ?
C2 N1 1.499(2) . ?
C2 C3 1.532(3) . ?
C2 H2 1.0000 . ?
C3 C4 1.509(3) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 C5 1.511(3) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 N1 1.504(2) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
N1 H1A 0.865(16) . ?
N1 H1B 0.879(15) . ?

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
_geom_angle_publ_flag
O3 Ca1 O2 88.96(5) . 4_566 ?
O3 Ca1 O2 84.20(5) . . ?
O2 Ca1 O2 121.19(3) 4_566 . ?
O3 Ca1 O1 76.12(5) . 4_466 ?
O2 Ca1 O1 159.01(4) 4_566 4_466 ?
O2 Ca1 O1 72.53(4) . 4_466 ?
O3 Ca1 O1 88.50(5) . . ?
O2 Ca1 O1 70.10(4) 4_566 . ?
O2 Ca1 O1 51.43(4) . . ?
O1 Ca1 O1 123.18(3) 4_466 . ?
O3 Ca1 Cl1 99.64(4) . . ?
O2 Ca1 Cl1 86.25(3) 4_566 . ?
O2 Ca1 Cl1 152.47(3) . . ?
O1 Ca1 Cl1 81.89(3) 4_466 . ?
O1 Ca1 Cl1 154.92(3) . . ?
O3 Ca1 Cl2 167.33(4) . . ?
O2 Ca1 Cl2 91.12(3) 4_566 . ?
O2 Ca1 Cl2 84.93(3) . . ?
O1 Ca1 Cl2 106.68(3) 4_466 . ?
O1 Ca1 Cl2 79.63(3) . . ?
Cl1 Ca1 Cl2 93.008(17) . . ?
O3 Ca1 C1 89.90(5) . . ?
O2 Ca1 C1 96.05(4) 4_566 . ?
O2 Ca1 C1 26.03(4) . . ?
O1 Ca1 C1 98.56(4) 4_466 . ?
O1 Ca1 C1 25.97(4) . . ?
Cl1 Ca1 C1 170.24(3) . . ?
Cl2 Ca1 C1 77.49(3) . . ?
O3 Ca1 Ca1 90.71(4) . 4_566 ?
O2 Ca1 Ca1 33.03(3) 4_566 4_566 ?
O2 Ca1 Ca1 88.59(3) . 4_566 ?
O1 Ca1 Ca1 157.78(3) 4_466 4_566 ?
O1 Ca1 Ca1 37.20(3) . 4_566 ?
Cl1 Ca1 Ca1 118.419(13) . 4_566 ?
Cl2 Ca1 Ca1 82.536(13) . 4_566 ?
C1 Ca1 Ca1 63.07(4) . 4_566 ?
O3 Ca1 Ca1 75.98(4) . 4_466 ?
O2 Ca1 Ca1 149.63(3) 4_566 4_466 ?
O2 Ca1 Ca1 32.42(3) . 4_466 ?
O1 Ca1 Ca1 40.24(3) 4_466 4_466 ?
O1 Ca1 Ca1 83.09(3) . 4_466 ?
Cl1 Ca1 Ca1 121.837(13) . 4_466 ?
Cl2 Ca1 Ca1 98.011(15) . 4_466 ?
C1 Ca1 Ca1 58.38(3) . 4_466 ?
Ca1 Ca1 Ca1 119.592(16) 4_566 4_466 ?
O3 Ca1 H3D 15.0(4) . . ?
O2 Ca1 H3D 102.8(5) 4_566 . ?
O2 Ca1 H3D 72.1(5) . . ?
O1 Ca1 H3D 64.5(5) 4_466 . ?
O1 Ca1 H3D 87.7(5) . . ?
Cl1 Ca1 H3D 106.1(5) . . ?
Cl2 Ca1 H3D 156.8(4) . . ?
C1 Ca1 H3D 82.6(5) . . ?
Ca1 Ca1 H3D 99.0(5) 4_566 . ?
Ca1 Ca1 H3D 61.0(4) 4_466 . ?
Ca1 O3 H3C 135.2(17) . . ?
Ca1 O3 H3D 115.5(18) . . ?
H3C O3 H3D 109(2) . . ?
C1 O1 Ca1 169.98(10) . 4_566 ?
C1 O1 Ca1 85.52(9) . . ?
Ca1 O1 Ca1 102.56(4) 4_566 . ?
C1 O2 Ca1 148.08(11) . 4_466 ?
C1 O2 Ca1 96.94(10) . . ?
Ca1 O2 Ca1 114.55(5) 4_466 . ?
O1 C1 O2 123.35(14) . . ?
O1 C1 C2 121.06(14) . . ?
O2 C1 C2 115.53(15) . . ?
O1 C1 Ca1 68.52(8) . . ?
O2 C1 Ca1 57.03(8) . . ?
C2 C1 Ca1 160.33(11) . . ?
N1 C2 C1 111.88(14) . . ?
N1 C2 C3 104.88(14) . . ?
C1 C2 C3 112.48(15) . . ?
N1 C2 H2 109.2 . . ?
C1 C2 H2 109.2 . . ?
C3 C2 H2 109.2 . . ?
C4 C3 C2 104.59(16) . . ?
C4 C3 H3A 110.8 . . ?
C2 C3 H3A 110.8 . . ?
C4 C3 H3B 110.8 . . ?
C2 C3 H3B 110.8 . . ?
H3A C3 H3B 108.9 . . ?
C3 C4 C5 103.99(16) . . ?
C3 C4 H4A 111.0 . . ?
C5 C4 H4A 111.0 . . ?
C3 C4 H4B 111.0 . . ?
C5 C4 H4B 111.0 . . ?
H4A C4 H4B 109.0 . . ?
N1 C5 C4 102.98(15) . . ?
N1 C5 H5A 111.2 . . ?
C4 C5 H5A 111.2 . . ?
N1 C5 H5B 111.2 . . ?
C4 C5 H5B 111.2 . . ?
H5A C5 H5B 109.1 . . ?
C2 N1 C5 108.88(13) . . ?
C2 N1 H1A 108.9(14) . . ?
C5 N1 H1A 111.4(14) . . ?
C2 N1 H1B 115.4(14) . . ?
C5 N1 H1B 106.0(13) . . ?
H1A N1 H1B 106.3(19) . . ?

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        28.87
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         0.444
_refine_diff_density_min         -0.229
_refine_diff_density_rms         0.059
_database_code_depnum_ccdc_archive 'CCDC 971724'
