# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry B.
# This journal is © The Royal Society of Chemistry 2020

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_17vlmq42d
_database_code_depnum_ccdc_archive 'CCDC 1943260'
loop_
_audit_author_name
_audit_author_address
'Chunhua Hu'
;New York University
United States of America
;
_audit_update_record             
;
2019-07-25 deposited with the CCDC.	2020-02-05 downloaded from the CCDC.
;
_audit_creation_date             2019-07-23
_audit_creation_method           
;
Olex2 1.2
(compiled May 18 2018 14:05:52 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        'Alendronate-Zn form II'
_chemical_formula_moiety         'C16 H52 N4 O30 P8 Zn2, 2(H2 O)'
_chemical_formula_sum            'C16 H56 N4 O32 P8 Zn2'
_chemical_formula_weight         1195.14
_chemical_melting_point          ?
_chemical_oxdiff_formula         ZnC4H13P2O7N
_chemical_oxdiff_usercomment     ALEN-HEDP-Zn
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn -1.5491 0.6778 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_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'
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                   12.5428(12)
_cell_length_b                   13.4307(2)
_cell_length_c                   20.3723(19)
_cell_angle_alpha                90
_cell_angle_beta                 144.93(2)
_cell_angle_gamma                90
_cell_volume                     1971.9(6)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    12189
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      68.8790
_cell_measurement_theta_min      3.2940
_shelx_estimated_absorpt_T_max   0.631
_shelx_estimated_absorpt_T_min   0.506
_exptl_absorpt_coefficient_mu    5.631
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.752
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
'CrysAlisPro 1.171.39.20a (Rigaku Oxford Diffraction, 2015) Numerical absorption correction based on gaussian integration over 			a multifaceted crystal model Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    2.013
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       cube
_exptl_crystal_F_000             1232
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-8 1 8 0.0352
0 7 4 0.0504
8 -1 -9 0.0709
1 -7 -6 0.0371
2 6 -7 0.0481
0 -6 6 0.0475

_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.09
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-7.8269 0.8784 8.4623 -0.1726 0.3154 0.9331
-0.1723 7.3537 4.3004 -0.4396 0.8095 -0.3891
7.8332 -1.0091 -8.5420 0.1805 -0.3299 -0.9266
1.3077 -7.4374 -5.5034 0.4621 -0.8505 0.2513
1.5388 5.9664 -7.4046 -0.9586 -0.2845 -0.0091
-0.2603 -5.5584 6.2018 0.9452 0.2807 -0.1668

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0263
_diffrn_reflns_av_unetI/netI     0.0177
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            23234
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         68.997
_diffrn_reflns_theta_min         3.737
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      '100.00 (10)'
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_detector_type            HyPix3000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_details      
'List of Runs (angles in degrees, time in seconds):'
# Type Start End Width t~exp~ \w \q \k \f Frames -------------------------------------------------------------------------- 1 \w -51.00 10.00 0.50 0.30 -- -11.59 110.00-161.00 122 2 \w -9.00 51.00 0.50 0.30 -- 11.59-110.00 103.00 120 3 \w 81.00 157.00 0.50 0.30 -- 96.16 110.00-161.00 152 4 \w 29.00 115.00 0.50 0.30 -- 96.16-110.00 103.00 172 5 \w -75.00 8.00 0.50 0.30 -- -11.59 -61.00 90.00 166 6 \w -74.00 2.00 0.50 0.30 -- -11.59 -45.00 -90.00 152 7 \w -14.00 76.00 0.50 0.30 -- 11.59 77.00-150.00 180 8 \w -14.00 76.00 0.50 0.30 -- 11.59 77.00 -90.00 180 9 \w -25.00 42.00 0.50 0.30 -- 11.59 -94.00 60.00 134 10 \w 3.00 60.00 0.50 0.30 -- 11.59-125.00 150.00 114 11 \w -14.00 76.00 0.50 0.30 -- 11.59 77.00-180.00 180 12 \w -51.00 26.00 0.50 0.30 -- 11.59 -45.00-120.00 154 13 \w 3.00 60.00 0.50 0.30 -- 11.59-125.00 30.00 114 14 \w 31.00 105.00 0.50 0.30 -- 96.16 -33.00 0.00 148 15 \w 31.00 105.00 0.50 0.30 -- 96.16 -33.00 120.00 148 16 \w 66.00 157.00 0.50 0.30 -- 96.16 8.00-120.00 182 17 \w 78.00 157.00 0.50 0.30 -- 96.16 59.00 -60.00 158 18 \w 30.00 124.00 0.50 0.30 -- 96.16 -87.00 120.00 188 19 \w 71.00 157.00 0.50 0.30 -- 96.16 77.00-120.00 172 20 \w 25.00 110.00 0.50 0.30 -- 96.16 -17.00 -90.00 170 21 \w 32.00 118.00 0.50 0.30 -- 96.16 -68.00 150.00 172 22 \w 33.00 112.00 0.50 0.30 -- 96.16 -50.00 30.00 158 23 \w 88.00 157.00 0.50 0.30 -- 96.16 25.00 150.00 138 24 \w 26.00 109.00 0.50 0.30 -- 96.16 -96.00-180.00 166 25 \w 33.00 115.00 0.50 0.30 -- 96.16 -59.00 90.00 164 26 \w 78.00 157.00 0.50 0.30 -- 96.16 59.00 150.00 158 27 \w -83.00 5.00 0.50 0.30 -- -11.59 -15.00-180.00 176 28 \w -76.00 14.00 0.50 0.30 -- -11.59 -77.00 30.00 180 29 \w -25.00 51.00 0.50 0.30 -- -11.59 45.00-180.00 152 30 \w -60.00 28.00 0.50 0.30 -- 11.59 -15.00 -60.00 176 31 \w -25.00 42.00 0.50 0.30 -- 11.59 -94.00-150.00 134 32 \w -14.00 76.00 0.50 0.30 -- 11.59 77.00 60.00 180 33 \w -55.00 20.00 0.50 0.30 -- 11.59 -30.00 120.00 150 34 \w -53.00 37.00 0.50 0.30 -- 11.59 -77.00 -60.00 1
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'SuperNova, Single source at offset/far, HyPix3000'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0849875000
_diffrn_orient_matrix_UB_12      -0.0977618000
_diffrn_orient_matrix_UB_13      0.0683528000
_diffrn_orient_matrix_UB_21      0.0711211000
_diffrn_orient_matrix_UB_22      0.0548095000
_diffrn_orient_matrix_UB_23      0.0973683000
_diffrn_orient_matrix_UB_31      -0.1828307000
_diffrn_orient_matrix_UB_32      -0.0242638000
_diffrn_orient_matrix_UB_33      -0.0563185000
_diffrn_oxdiff_ac3_digest_frames 
;
0115ff091c3085b524acd13231447c204d072541bc0
;
_diffrn_oxdiff_ac3_digest_hkl    
;
019cf8a334f29ceae4be8deab43bcf44c3eda6
;
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3565
_reflns_number_total             3652
_reflns_odcompleteness_completeness 100.00
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.20a (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.39.20a (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.20a (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         1.929
_refine_diff_density_min         -1.090
_refine_diff_density_rms         0.139
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.061
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     292
_refine_ls_number_reflns         3652
_refine_ls_number_restraints     16
_refine_ls_R_factor_all          0.0598
_refine_ls_R_factor_gt           0.0590
_refine_ls_restrained_S_all      1.072
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0774P)²+13.6525P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1559
_refine_ls_wR_factor_ref         0.1566
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups, All N(H,H,H) groups
 At 1.5 times of:
  All O(H) groups, All O(H,H) groups
2. Restrained distances
 O1-H1 = O5-H5 = O7-H7 = O9-H9 = O11-H11
 0.84 with sigma of 0.01
 O13-H13 = O15-H15A = O15-H15B = O16-H16A = O16-H16B
 0.84 with sigma of 0.01
 N1-H1A = N1-H1B = N1-H1C = N2-H2A = N2-H2B = N2-H2C
 0.86 with sigma of 0.01
3.a Free rotating group:
 O16(H16A,H16B)
3.b Rotating group:
 O15(H15A,H15B)
3.c Secondary CH2 refined with riding coordinates:
 C2(H2D,H2E), C3(H3A,H3B), C4(H4A,H4B), C6(H6A,H6B), C7(H7A,H7B), C8(H8A,H8B)
3.d Idealised Me refined as rotating group:
 N1(H1A,H1B,H1C), N2(H2A,H2B,H2C)
3.e Idealised tetrahedral OH refined as rotating group:
 O1(H1), O5(H5), O7(H7), O9(H9), O11(H11), O13(H13)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
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
Zn1 Zn 0.15995(8) 0.45519(5) 0.46822(5) 0.0183(2) Uani 1 1 d . . . . .
P1 P 0.51891(16) 0.60065(9) 0.61473(10) 0.0185(3) Uani 1 1 d . . . . .
P2 P 0.60729(16) 0.38200(9) 0.67803(10) 0.0190(3) Uani 1 1 d . . . . .
P3 P 0.20033(16) 0.41113(9) 0.65506(10) 0.0189(3) Uani 1 1 d . . . . .
P4 P -0.03392(18) 0.27514(10) 0.44858(11) 0.0248(3) Uani 1 1 d . . . . .
O1 O 0.5470(5) 0.7023(3) 0.6645(3) 0.0222(7) Uani 1 1 d D . . . .
H1 H 0.611297 0.738895 0.674084 0.033 Uiso 1 1 calc DGR . . . .
O2 O 0.5874(5) 0.6067(3) 0.5791(3) 0.0210(7) Uani 1 1 d . . . . .
O3 O 0.3188(4) 0.5717(3) 0.5214(3) 0.0228(7) Uani 1 1 d . . . . .
O4 O 0.7297(5) 0.3143(3) 0.7803(3) 0.0234(7) Uani 1 1 d . . . . .
O5 O 0.6659(5) 0.3728(3) 0.6341(3) 0.0232(7) Uani 1 1 d D . . . .
H5 H 0.578705 0.389030 0.566605 0.035 Uiso 1 1 calc DGR . . . .
O6 O 0.4023(4) 0.3617(3) 0.5832(3) 0.0206(7) Uani 1 1 d . . . . .
O7 O 0.6146(5) 0.5148(3) 0.7771(3) 0.0223(7) Uani 1 1 d D . . . .
H7 H 0.505056 0.500428 0.727102 0.033 Uiso 1 1 calc DGR . . . .
O8 O 0.2311(4) 0.4739(3) 0.6093(3) 0.0207(7) Uani 1 1 d . . . . .
O9 O 0.3944(5) 0.4024(3) 0.7872(3) 0.0245(7) Uani 1 1 d D . . . .
H9 H 0.383672 0.370831 0.815999 0.037 Uiso 1 1 calc DGR . . . .
O10 O 0.0573(5) 0.4474(3) 0.6303(3) 0.0233(7) Uani 1 1 d . . . . .
O11 O 0.3204(5) 0.2444(3) 0.6568(3) 0.0323(9) Uani 1 1 d D . . . .
H11 H 0.325622 0.265250 0.621604 0.048 Uiso 1 1 calc DGR . . . .
O12 O -0.0881(6) 0.1673(3) 0.4128(4) 0.0363(9) Uani 1 1 d . . . . .
O13 O -0.2083(5) 0.3300(3) 0.3897(3) 0.0308(8) Uani 1 1 d D . . . .
H13 H -0.183115 0.388772 0.408675 0.046 Uiso 1 1 calc DGR . . . .
O14 O 0.0340(5) 0.3239(3) 0.4218(3) 0.0229(7) Uani 1 1 d . . . . .
O15 O 0.0939(5) 0.4344(3) 0.3328(3) 0.0311(9) Uani 1 1 d D . . . .
H15A H 0.021937 0.383476 0.291657 0.047 Uiso 1 1 d DGR . . . .
H15B H 0.194136 0.424637 0.361057 0.047 Uiso 1 1 d DGR . . . .
N1 N 1.2597(6) 0.7001(4) 1.0781(4) 0.0269(9) Uani 1 1 d D . . . .
H1A H 1.211410 0.756723 1.038753 0.032 Uiso 1 1 calc DGR . . . .
H1B H 1.380656 0.698659 1.130305 0.032 Uiso 1 1 calc DGR . . . .
H1C H 1.242414 0.696365 1.112562 0.032 Uiso 1 1 calc DGR . . . .
N2 N -0.0302(9) 0.3082(6) 0.7041(6) 0.0633(19) Uani 1 1 d D . . . .
H2A H -0.095965 0.360758 0.657982 0.076 Uiso 1 1 calc DGR . . . .
H2B H 0.086656 0.314865 0.749475 0.076 Uiso 1 1 calc DGR . . . .
H2C H -0.032659 0.304218 0.746436 0.076 Uiso 1 1 calc DGR . . . .
C1 C 0.6603(6) 0.5092(4) 0.7308(4) 0.0214(10) Uani 1 1 d . . . . .
C2 C 0.8718(7) 0.5247(4) 0.8307(4) 0.0259(11) Uani 1 1 d . . . . .
H2D H 0.932422 0.465075 0.877373 0.031 Uiso 1 1 calc R . . . .
H2E H 0.900046 0.529865 0.798532 0.031 Uiso 1 1 calc R . . . .
C3 C 0.9589(7) 0.6122(4) 0.9084(5) 0.0308(12) Uani 1 1 d . . . . .
H3A H 0.938507 0.607378 0.945037 0.037 Uiso 1 1 calc R . . . .
H3B H 0.901805 0.673277 0.864165 0.037 Uiso 1 1 calc R . . . .
C4 C 1.1676(7) 0.6148(5) 0.9994(5) 0.0314(12) Uani 1 1 d . . . . .
H4A H 1.223706 0.553413 1.042917 0.038 Uiso 1 1 calc R . . . .
H4B H 1.187047 0.619127 0.962130 0.038 Uiso 1 1 calc R . . . .
C5 C 0.1522(7) 0.2819(4) 0.6036(5) 0.0276(11) Uani 1 1 d . . . . .
C6 C 0.1116(8) 0.2146(4) 0.6425(5) 0.0301(11) Uani 1 1 d . . . . .
H6A H 0.196409 0.232418 0.720324 0.036 Uiso 1 1 calc R . . . .
H6B H 0.138347 0.146287 0.643705 0.036 Uiso 1 1 calc R . . . .
C7 C -0.0918(11) 0.2189(6) 0.5679(7) 0.0519(17) Uani 1 1 d . . . . .
H7A H -0.148060 0.280538 0.524747 0.062 Uiso 1 1 calc R . . . .
H7B H -0.161722 0.164668 0.513178 0.062 Uiso 1 1 calc R . . . .
C8 C -0.1143(12) 0.2126(6) 0.6319(8) 0.063(2) Uani 1 1 d . . . . .
H8A H -0.244566 0.207452 0.577775 0.075 Uiso 1 1 calc R . . . .
H8B H -0.050369 0.154415 0.680982 0.075 Uiso 1 1 calc R . . . .
O16 O 0.7421(19) 0.4949(9) 1.1041(12) 0.148(4) Uani 1 1 d D . . . .
H16A H 0.807178 0.546310 1.128428 0.223 Uiso 1 1 d DG . . . .
H16B H 0.633395 0.512729 1.060112 0.223 Uiso 1 1 d DG . . . .


_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
Zn1 O3 2.014(3) . ?
Zn1 O6 2.156(3) . ?
Zn1 O8 2.219(3) . ?
Zn1 O10 2.053(3) 3_566 ?
Zn1 O14 2.013(4) . ?
Zn1 O15 2.153(4) . ?
P1 O1 1.560(4) . ?
P1 O2 1.514(3) . ?
P1 O3 1.502(3) . ?
P1 C1 1.839(5) . ?
P2 O4 1.513(3) . ?
P2 O5 1.560(3) . ?
P2 O6 1.512(3) . ?
P2 C1 1.830(5) . ?
P3 O8 1.522(3) . ?
P3 O9 1.568(4) . ?
P3 O10 1.493(3) . ?
P3 C5 1.855(6) . ?
P4 O12 1.510(4) . ?
P4 O13 1.572(4) . ?
P4 O14 1.488(3) . ?
P4 C5 1.834(6) . ?
O1 H1 0.8200 . ?
O5 H5 0.8200 . ?
O7 H7 0.8200 . ?
O7 C1 1.450(5) . ?
O9 H9 0.8200 . ?
O11 H11 0.8200 . ?
O11 C5 1.461(6) . ?
O13 H13 0.8200 . ?
O15 H15A 0.8645 . ?
O15 H15B 0.8627 . ?
N1 H1A 0.8900 . ?
N1 H1B 0.8900 . ?
N1 H1C 0.8900 . ?
N1 C4 1.479(7) . ?
N2 H2A 0.8900 . ?
N2 H2B 0.8900 . ?
N2 H2C 0.8900 . ?
N2 C8 1.544(11) . ?
C1 C2 1.545(6) . ?
C2 H2D 0.9700 . ?
C2 H2E 0.9700 . ?
C2 C3 1.499(8) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C3 C4 1.532(7) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C5 C6 1.540(7) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C6 C7 1.572(9) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C7 C8 1.548(10) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
O16 H16A 0.8523 . ?
O16 H16B 0.8486 . ?

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 Zn1 O6 88.48(13) . . ?
O3 Zn1 O8 92.48(14) . . ?
O3 Zn1 O10 88.15(14) . 3_566 ?
O3 Zn1 O15 87.91(15) . . ?
O6 Zn1 O8 86.80(13) . . ?
O10 Zn1 O6 175.19(14) 3_566 . ?
O10 Zn1 O8 89.92(13) 3_566 . ?
O10 Zn1 O15 91.10(14) 3_566 . ?
O14 Zn1 O3 169.51(14) . . ?
O14 Zn1 O6 82.37(13) . . ?
O14 Zn1 O8 92.12(13) . . ?
O14 Zn1 O10 101.28(14) . 3_566 ?
O14 Zn1 O15 87.33(15) . . ?
O15 Zn1 O6 92.20(14) . . ?
O15 Zn1 O8 178.92(14) . . ?
O1 P1 C1 106.3(2) . . ?
O2 P1 O1 110.49(19) . . ?
O2 P1 C1 109.0(2) . . ?
O3 P1 O1 107.7(2) . . ?
O3 P1 O2 115.0(2) . . ?
O3 P1 C1 108.0(2) . . ?
O4 P2 O5 108.65(19) . . ?
O4 P2 C1 106.3(2) . . ?
O5 P2 C1 107.2(2) . . ?
O6 P2 O4 113.5(2) . . ?
O6 P2 O5 111.06(19) . . ?
O6 P2 C1 109.8(2) . . ?
O8 P3 O9 106.07(19) . . ?
O8 P3 C5 107.5(2) . . ?
O9 P3 C5 103.3(2) . . ?
O10 P3 O8 116.7(2) . . ?
O10 P3 O9 110.6(2) . . ?
O10 P3 C5 111.7(2) . . ?
O12 P4 O13 106.6(2) . . ?
O12 P4 C5 108.3(3) . . ?
O13 P4 C5 107.8(2) . . ?
O14 P4 O12 114.3(2) . . ?
O14 P4 O13 111.7(2) . . ?
O14 P4 C5 107.8(2) . . ?
P1 O1 H1 109.5 . . ?
P1 O3 Zn1 140.8(2) . . ?
P2 O5 H5 109.5 . . ?
P2 O6 Zn1 134.0(2) . . ?
C1 O7 H7 109.5 . . ?
P3 O8 Zn1 134.1(2) . . ?
P3 O9 H9 109.5 . . ?
P3 O10 Zn1 143.6(2) . 3_566 ?
C5 O11 H11 109.5 . . ?
P4 O13 H13 109.5 . . ?
P4 O14 Zn1 132.7(2) . . ?
Zn1 O15 H15A 110.2 . . ?
Zn1 O15 H15B 110.0 . . ?
H15A O15 H15B 108.8 . . ?
H1A N1 H1B 109.5 . . ?
H1A N1 H1C 109.5 . . ?
H1B N1 H1C 109.5 . . ?
C4 N1 H1A 109.5 . . ?
C4 N1 H1B 109.5 . . ?
C4 N1 H1C 109.5 . . ?
H2A N2 H2B 109.5 . . ?
H2A N2 H2C 109.5 . . ?
H2B N2 H2C 109.5 . . ?
C8 N2 H2A 109.5 . . ?
C8 N2 H2B 109.5 . . ?
C8 N2 H2C 109.5 . . ?
P2 C1 P1 111.3(3) . . ?
O7 C1 P1 108.9(3) . . ?
O7 C1 P2 106.5(3) . . ?
O7 C1 C2 107.6(4) . . ?
C2 C1 P1 114.4(3) . . ?
C2 C1 P2 107.8(3) . . ?
C1 C2 H2D 107.7 . . ?
C1 C2 H2E 107.7 . . ?
H2D C2 H2E 107.1 . . ?
C3 C2 C1 118.6(4) . . ?
C3 C2 H2D 107.7 . . ?
C3 C2 H2E 107.7 . . ?
C2 C3 H3A 109.6 . . ?
C2 C3 H3B 109.6 . . ?
C2 C3 C4 110.1(5) . . ?
H3A C3 H3B 108.2 . . ?
C4 C3 H3A 109.6 . . ?
C4 C3 H3B 109.6 . . ?
N1 C4 C3 112.0(5) . . ?
N1 C4 H4A 109.2 . . ?
N1 C4 H4B 109.2 . . ?
C3 C4 H4A 109.2 . . ?
C3 C4 H4B 109.2 . . ?
H4A C4 H4B 107.9 . . ?
P4 C5 P3 112.7(3) . . ?
O11 C5 P3 107.4(4) . . ?
O11 C5 P4 106.9(3) . . ?
O11 C5 C6 107.6(4) . . ?
C6 C5 P3 110.5(4) . . ?
C6 C5 P4 111.5(4) . . ?
C5 C6 H6A 108.3 . . ?
C5 C6 H6B 108.3 . . ?
C5 C6 C7 116.0(5) . . ?
H6A C6 H6B 107.4 . . ?
C7 C6 H6A 108.3 . . ?
C7 C6 H6B 108.3 . . ?
C6 C7 H7A 108.1 . . ?
C6 C7 H7B 108.1 . . ?
H7A C7 H7B 107.3 . . ?
C8 C7 C6 117.0(6) . . ?
C8 C7 H7A 108.1 . . ?
C8 C7 H7B 108.1 . . ?
N2 C8 C7 107.7(6) . . ?
N2 C8 H8A 110.2 . . ?
N2 C8 H8B 110.2 . . ?
C7 C8 H8A 110.2 . . ?
C7 C8 H8B 110.2 . . ?
H8A C8 H8B 108.5 . . ?
H16A O16 H16B 109.3 . . ?

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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
P1 C1 C2 C3 71.0(5) . . . . ?
P2 C1 C2 C3 -164.6(4) . . . . ?
P3 C5 C6 C7 81.7(6) . . . . ?
P4 C5 C6 C7 -44.5(6) . . . . ?
O1 P1 O3 Zn1 -130.6(3) . . . . ?
O1 P1 C1 P2 169.0(2) . . . . ?
O1 P1 C1 O7 52.0(4) . . . . ?
O1 P1 C1 C2 -68.5(4) . . . . ?
O2 P1 O3 Zn1 105.8(3) . . . . ?
O2 P1 C1 P2 -71.9(3) . . . . ?
O2 P1 C1 O7 171.1(3) . . . . ?
O2 P1 C1 C2 50.6(4) . . . . ?
O3 P1 C1 P2 53.7(3) . . . . ?
O3 P1 C1 O7 -63.4(4) . . . . ?
O3 P1 C1 C2 176.2(3) . . . . ?
O4 P2 O6 Zn1 140.3(2) . . . . ?
O4 P2 C1 P1 -179.4(2) . . . . ?
O4 P2 C1 O7 -60.8(3) . . . . ?
O4 P2 C1 C2 54.4(3) . . . . ?
O5 P2 O6 Zn1 -96.9(3) . . . . ?
O5 P2 C1 P1 64.6(3) . . . . ?
O5 P2 C1 O7 -176.9(3) . . . . ?
O5 P2 C1 C2 -61.6(3) . . . . ?
O6 P2 C1 P1 -56.2(3) . . . . ?
O6 P2 C1 O7 62.3(3) . . . . ?
O6 P2 C1 C2 177.6(3) . . . . ?
O7 C1 C2 C3 -50.1(6) . . . . ?
O8 P3 O10 Zn1 14.0(5) . . . 3_566 ?
O8 P3 C5 P4 -52.2(3) . . . . ?
O8 P3 C5 O11 65.3(4) . . . . ?
O8 P3 C5 C6 -177.7(3) . . . . ?
O9 P3 O8 Zn1 129.2(3) . . . . ?
O9 P3 O10 Zn1 135.4(4) . . . 3_566 ?
O9 P3 C5 P4 -164.1(2) . . . . ?
O9 P3 C5 O11 -46.6(4) . . . . ?
O9 P3 C5 C6 70.4(4) . . . . ?
O10 P3 O8 Zn1 -107.1(3) . . . . ?
O10 P3 C5 P4 77.0(3) . . . . ?
O10 P3 C5 O11 -165.5(3) . . . . ?
O10 P3 C5 C6 -48.5(4) . . . . ?
O11 C5 C6 C7 -161.4(5) . . . . ?
O12 P4 O14 Zn1 -169.0(3) . . . . ?
O12 P4 C5 P3 -168.7(3) . . . . ?
O12 P4 C5 O11 73.5(4) . . . . ?
O12 P4 C5 C6 -43.8(4) . . . . ?
O13 P4 O14 Zn1 69.8(3) . . . . ?
O13 P4 C5 P3 -53.7(3) . . . . ?
O13 P4 C5 O11 -171.5(3) . . . . ?
O13 P4 C5 C6 71.2(4) . . . . ?
O14 P4 C5 P3 67.1(3) . . . . ?
O14 P4 C5 O11 -50.7(4) . . . . ?
O14 P4 C5 C6 -168.0(4) . . . . ?
C1 P1 O3 Zn1 -16.1(4) . . . . ?
C1 P2 O6 Zn1 21.5(3) . . . . ?
C1 C2 C3 C4 -178.8(4) . . . . ?
C2 C3 C4 N1 180.0(4) . . . . ?
C5 P3 O8 Zn1 19.2(3) . . . . ?
C5 P3 O10 Zn1 -110.1(4) . . . 3_566 ?
C5 P4 O14 Zn1 -48.6(3) . . . . ?
C5 C6 C7 C8 -142.3(6) . . . . ?
C6 C7 C8 N2 67.0(8) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
'Empirical correction (ABSPACK) includes: - Absorption correction using spherical harmonics - Frame scaling'
_oxdiff_exptl_absorpt_empirical_full_max 1.308
_oxdiff_exptl_absorpt_empirical_full_min 0.801
_exptl_crystal_recrystallization_method 'hydrothermal synthesis'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_17vlmq023
_database_code_depnum_ccdc_archive 'CCDC 1943262'
loop_
_audit_author_name
_audit_author_address
'Chunhua Hu'
;New York University
United States of America
;
_audit_update_record             
;
2019-07-25 deposited with the CCDC.	2020-02-05 downloaded from the CCDC.
;
_audit_creation_date             2019-07-22
_audit_creation_method           
;
Olex2 1.2
(compiled May 18 2018 14:05:52 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        'Alendronate-Ca form II'
_chemical_formula_moiety         '0.5(C16 H48 Ca2 N4 O28 P8)'
_chemical_formula_sum            'C8 H24 Ca N2 O14 P4'
_chemical_formula_weight         536.25
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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'
Ca Ca 0.3641 1.2855 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'I 1 2/a 1'
_space_group_name_Hall           '-I 2ya'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y, -z'
'x+1/2, y+1/2, z+1/2'
'-x+1, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y, z'
'-x+1/2, -y+1/2, -z+1/2'
'x, -y+1/2, z+1/2'

_cell_length_a                   11.40590(10)
_cell_length_b                   12.38480(10)
_cell_length_c                   13.46860(10)
_cell_angle_alpha                90
_cell_angle_beta                 101.3320(10)
_cell_angle_gamma                90
_cell_volume                     1865.48(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    8951
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      68.5980
_cell_measurement_theta_min      4.6260
_shelx_estimated_absorpt_T_max   0.615
_shelx_estimated_absorpt_T_min   0.096
_exptl_absorpt_coefficient_mu    6.895
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.366
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.15e (Rigaku Oxford Diffraction, 2015)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.909
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1112
_exptl_crystal_size_max          0.638
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.078
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0298
_diffrn_reflns_av_unetI/netI     0.0154
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            10987
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         69.026
_diffrn_reflns_theta_min         4.895
_diffrn_ambient_temperature      '100.00 (10)'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  
'four-circle diffractometer SuperNova, Single source at offset/far, HyPix3000'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1730
_reflns_number_total             1730
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.705
_refine_diff_density_min         -0.441
_refine_diff_density_rms         0.084
_refine_ls_extinction_coef       0.00068(9)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2016/6 (Sheldrick 2016)'
_refine_ls_goodness_of_fit_ref   1.141
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     157
_refine_ls_number_reflns         1730
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0331
_refine_ls_R_factor_gt           0.0331
_refine_ls_restrained_S_all      1.139
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0396P)²+7.6841P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0861
_refine_ls_wR_factor_ref         0.0861
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups
2. Restrained distances
 O3-H3 = O6-H6 = O7-H7
 0.84 with sigma of 0.01
 N1-H1A = N1-H1B = N1-H1C
 0.86 with sigma of 0.01
3.a Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C3(H3A,H3B), C4(H4A,H4B)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
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 0.250000 1.02054(5) 0.500000 0.00751(19) Uani 1 2 d S T P . .
P1 P 0.45909(5) 0.86728(5) 0.38103(4) 0.00787(19) Uani 1 1 d . . . . .
P2 P 0.57678(5) 0.77854(5) 0.58945(4) 0.00822(19) Uani 1 1 d . . . . .
O1 O 0.34468(15) 0.90849(14) 0.40600(13) 0.0120(4) Uani 1 1 d . . . . .
O2 O 0.56223(15) 0.94713(14) 0.39893(13) 0.0105(4) Uani 1 1 d . . . . .
O3 O 0.42856(15) 0.83302(14) 0.26739(13) 0.0117(4) Uani 1 1 d D . . . .
H3 H 0.488(2) 0.829(3) 0.240(3) 0.045(12) Uiso 1 1 d D . . . .
O4 O 0.69466(15) 0.83431(14) 0.59247(13) 0.0109(4) Uani 1 1 d . . . . .
O5 O 0.58423(15) 0.67647(14) 0.65212(13) 0.0118(4) Uani 1 1 d . . . . .
O6 O 0.48406(16) 0.85157(14) 0.62924(13) 0.0126(4) Uani 1 1 d D . . . .
H6 H 0.473(4) 0.9161(13) 0.612(3) 0.051(13) Uiso 1 1 d D . . . .
O7 O 0.60762(15) 0.69675(14) 0.41224(13) 0.0124(4) Uani 1 1 d D . . . .
H7 H 0.660(2) 0.745(2) 0.414(3) 0.022(9) Uiso 1 1 d D . . . .
N1 N 0.2265(2) 0.4535(2) 0.28700(18) 0.0179(5) Uani 1 1 d D . . . .
H1A H 0.211(4) 0.490(3) 0.2309(19) 0.046(12) Uiso 1 1 d D . . . .
H1B H 0.171(2) 0.411(2) 0.298(3) 0.031(10) Uiso 1 1 d D . . . .
H1C H 0.280(2) 0.404(2) 0.287(3) 0.031(10) Uiso 1 1 d D . . . .
C1 C 0.5132(2) 0.7448(2) 0.45521(18) 0.0101(5) Uani 1 1 d . . . . .
C2 C 0.4146(2) 0.6608(2) 0.4537(2) 0.0163(6) Uani 1 1 d . . . . .
H2A H 0.445958 0.604757 0.504455 0.020 Uiso 1 1 calc R . . . .
H2B H 0.347414 0.696781 0.477087 0.020 Uiso 1 1 calc R . . . .
C3 C 0.3640(3) 0.6039(2) 0.3550(2) 0.0214(6) Uani 1 1 d . . . . .
H3A H 0.427914 0.563361 0.330964 0.026 Uiso 1 1 calc R . . . .
H3B H 0.329861 0.657238 0.302501 0.026 Uiso 1 1 calc R . . . .
C4 C 0.2674(3) 0.5270(2) 0.3744(2) 0.0200(6) Uani 1 1 d . . . . .
H4A H 0.298762 0.483457 0.435474 0.024 Uiso 1 1 calc R . . . .
H4B H 0.198468 0.569289 0.387707 0.024 Uiso 1 1 calc R . . . .


_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 P2 3.5330(7) 5_676 ?
Ca1 P2 3.5330(7) 6_575 ?
Ca1 O1 2.2874(17) 2_556 ?
Ca1 O1 2.2874(17) . ?
Ca1 O2 2.3354(17) 5_676 ?
Ca1 O2 2.3354(17) 6_575 ?
Ca1 O4 2.3430(18) 5_676 ?
Ca1 O4 2.3430(18) 6_575 ?
P1 O1 1.4998(18) . ?
P1 O2 1.5194(18) . ?
P1 O3 1.5602(17) . ?
P1 C1 1.855(3) . ?
P2 O4 1.5050(18) . ?
P2 O5 1.5131(17) . ?
P2 O6 1.5641(18) . ?
P2 C1 1.859(3) . ?
O3 H3 0.838(10) . ?
O6 H6 0.835(10) . ?
O7 H7 0.841(10) . ?
O7 C1 1.447(3) . ?
N1 H1A 0.866(10) . ?
N1 H1B 0.860(10) . ?
N1 H1C 0.864(10) . ?
N1 C4 1.489(4) . ?
C1 C2 1.529(3) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C2 C3 1.516(4) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C3 C4 1.517(4) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?

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
P2 Ca1 P2 90.45(2) 5_676 6_575 ?
O1 Ca1 P2 166.53(5) 2_556 5_676 ?
O1 Ca1 P2 166.53(5) . 6_575 ?
O1 Ca1 P2 83.23(5) 2_556 6_575 ?
O1 Ca1 P2 83.23(5) . 5_676 ?
O1 Ca1 O1 105.30(9) . 2_556 ?
O1 Ca1 O2 105.07(6) 2_556 5_676 ?
O1 Ca1 O2 87.02(6) 2_556 6_575 ?
O1 Ca1 O2 87.02(6) . 5_676 ?
O1 Ca1 O2 105.07(6) . 6_575 ?
O1 Ca1 O4 164.90(7) . 6_575 ?
O1 Ca1 O4 88.02(6) . 5_676 ?
O1 Ca1 O4 88.02(6) 2_556 6_575 ?
O1 Ca1 O4 164.90(6) 2_556 5_676 ?
O2 Ca1 P2 64.39(4) 6_575 6_575 ?
O2 Ca1 P2 64.39(4) 5_676 5_676 ?
O2 Ca1 P2 100.99(4) 5_676 6_575 ?
O2 Ca1 P2 100.99(5) 6_575 5_676 ?
O2 Ca1 O2 160.26(9) 5_676 6_575 ?
O2 Ca1 O4 82.57(6) 5_676 6_575 ?
O2 Ca1 O4 82.32(6) 5_676 5_676 ?
O2 Ca1 O4 82.57(6) 6_575 5_676 ?
O2 Ca1 O4 82.32(6) 6_575 6_575 ?
O4 Ca1 P2 18.43(4) 6_575 6_575 ?
O4 Ca1 P2 82.42(5) 5_676 6_575 ?
O4 Ca1 P2 82.42(5) 6_575 5_676 ?
O4 Ca1 P2 18.43(4) 5_676 5_676 ?
O4 Ca1 O4 79.79(9) 6_575 5_676 ?
O1 P1 O2 115.06(10) . . ?
O1 P1 O3 106.03(10) . . ?
O1 P1 C1 111.70(11) . . ?
O2 P1 O3 110.45(10) . . ?
O2 P1 C1 106.37(10) . . ?
O3 P1 C1 107.01(11) . . ?
O4 P2 Ca1 29.48(7) . 5_676 ?
O4 P2 O5 114.61(10) . . ?
O4 P2 O6 112.70(10) . . ?
O4 P2 C1 107.78(10) . . ?
O5 P2 Ca1 143.59(7) . 5_676 ?
O5 P2 O6 105.05(10) . . ?
O5 P2 C1 108.84(11) . . ?
O6 P2 Ca1 99.82(7) . 5_676 ?
O6 P2 C1 107.62(11) . . ?
C1 P2 Ca1 87.96(8) . 5_676 ?
P1 O1 Ca1 148.97(11) . . ?
P1 O2 Ca1 142.83(10) . 5_676 ?
P1 O3 H3 114(3) . . ?
P2 O4 Ca1 132.09(10) . 5_676 ?
P2 O6 H6 122(3) . . ?
C1 O7 H7 106(2) . . ?
H1A N1 H1B 116(4) . . ?
H1A N1 H1C 113(4) . . ?
H1B N1 H1C 96(3) . . ?
C4 N1 H1A 111(3) . . ?
C4 N1 H1B 112(3) . . ?
C4 N1 H1C 109(3) . . ?
P1 C1 P2 111.40(13) . . ?
O7 C1 P1 108.41(16) . . ?
O7 C1 P2 107.62(16) . . ?
O7 C1 C2 108.6(2) . . ?
C2 C1 P1 112.56(17) . . ?
C2 C1 P2 108.13(17) . . ?
C1 C2 H2A 107.6 . . ?
C1 C2 H2B 107.6 . . ?
H2A C2 H2B 107.1 . . ?
C3 C2 C1 118.7(2) . . ?
C3 C2 H2A 107.6 . . ?
C3 C2 H2B 107.6 . . ?
C2 C3 H3A 110.2 . . ?
C2 C3 H3B 110.2 . . ?
C2 C3 C4 107.7(2) . . ?
H3A C3 H3B 108.5 . . ?
C4 C3 H3A 110.2 . . ?
C4 C3 H3B 110.2 . . ?
N1 C4 C3 111.9(2) . . ?
N1 C4 H4A 109.2 . . ?
N1 C4 H4B 109.2 . . ?
C3 C4 H4A 109.2 . . ?
C3 C4 H4B 109.2 . . ?
H4A C4 H4B 107.9 . . ?

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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Ca1 P2 C1 P1 -50.02(11) 5_676 . . . ?
Ca1 P2 C1 O7 68.68(15) 5_676 . . . ?
Ca1 P2 C1 C2 -174.20(16) 5_676 . . . ?
P1 C1 C2 C3 67.9(3) . . . . ?
P2 C1 C2 C3 -168.7(2) . . . . ?
O1 P1 O2 Ca1 112.80(17) . . . 5_676 ?
O1 P1 C1 P2 -73.94(14) . . . . ?
O1 P1 C1 O7 167.82(14) . . . . ?
O1 P1 C1 C2 47.7(2) . . . . ?
O2 P1 O1 Ca1 -28.4(2) . . . . ?
O2 P1 C1 P2 52.35(15) . . . . ?
O2 P1 C1 O7 -65.88(17) . . . . ?
O2 P1 C1 C2 174.00(17) . . . . ?
O3 P1 O1 Ca1 -150.8(2) . . . . ?
O3 P1 O2 Ca1 -127.22(16) . . . 5_676 ?
O3 P1 C1 P2 170.42(11) . . . . ?
O3 P1 C1 O7 52.19(18) . . . . ?
O3 P1 C1 C2 -67.93(19) . . . . ?
O4 P2 C1 P1 -72.17(14) . . . . ?
O4 P2 C1 O7 46.53(18) . . . . ?
O4 P2 C1 C2 163.65(16) . . . . ?
O5 P2 O4 Ca1 171.28(11) . . . 5_676 ?
O5 P2 C1 P1 162.97(11) . . . . ?
O5 P2 C1 O7 -78.32(17) . . . . ?
O5 P2 C1 C2 38.79(19) . . . . ?
O6 P2 O4 Ca1 -68.64(15) . . . 5_676 ?
O6 P2 C1 P1 49.64(15) . . . . ?
O6 P2 C1 O7 168.34(14) . . . . ?
O6 P2 C1 C2 -74.54(18) . . . . ?
O7 C1 C2 C3 -52.2(3) . . . . ?
C1 P1 O1 Ca1 93.0(2) . . . . ?
C1 P1 O2 Ca1 -11.4(2) . . . 5_676 ?
C1 P2 O4 Ca1 49.95(16) . . . 5_676 ?
C1 C2 C3 C4 -179.1(2) . . . . ?
C2 C3 C4 N1 -170.2(2) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'

_exptl_crystal_recrystallization_method 'hydrothermal synthesis'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_17vlmq026
_database_code_depnum_ccdc_archive 'CCDC 1943263'
loop_
_audit_author_name
_audit_author_address
'Chunhua Hu'
;New York University
United States of America
;
_audit_update_record             
;
2019-07-25 deposited with the CCDC.	2020-02-05 downloaded from the CCDC.
;
_audit_creation_date             2019-07-22
_audit_creation_method           
;
Olex2 1.2
(compiled May 18 2018 14:05:52 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        'Alendronate-Ca form I'
_chemical_formula_moiety         'C4 H13 Ca N O8 P2'
_chemical_formula_sum            'C4 H13 Ca N O8 P2'
_chemical_formula_weight         305.17
_chemical_absolute_configuration ?
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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'
Ca Ca 0.3641 1.2855 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           33
_space_group_name_H-M_alt        'P n a 21'
_space_group_name_Hall           'P 2c -2n'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'x+1/2, -y+1/2, z'
'-x+1/2, y+1/2, z+1/2'

_cell_length_a                   13.5226(2)
_cell_length_b                   12.1976(2)
_cell_length_c                   6.75490(10)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1114.18(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5433
_cell_measurement_temperature    100.15
_cell_measurement_theta_max      68.5810
_cell_measurement_theta_min      4.8640
_shelx_estimated_absorpt_T_max   0.815
_shelx_estimated_absorpt_T_min   0.113
_exptl_absorpt_coefficient_mu    7.910
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.70922
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.15e (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.819
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             632
_exptl_crystal_size_max          0.488
_exptl_crystal_size_mid          0.029
_exptl_crystal_size_min          0.027
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0383
_diffrn_reflns_av_unetI/netI     0.0286
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            7465
_diffrn_reflns_point_group_measured_fraction_full 0.972
_diffrn_reflns_point_group_measured_fraction_max 0.964
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         68.961
_diffrn_reflns_theta_min         4.883
_diffrn_ambient_temperature      '100.00 (10)'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  
'four-circle diffractometer SuperNova, single source at offset/far, HyPix3000'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   ?
_diffrn_special_details          ?
_reflns_Friedel_coverage         0.770
_reflns_Friedel_fraction_full    0.938
_reflns_Friedel_fraction_max     0.922
_reflns_number_gt                1943
_reflns_number_total             1996
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.781
_refine_diff_density_min         -0.431
_refine_diff_density_rms         0.104
_refine_ls_abs_structure_details 
;
 Flack x determined using 819 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.017(8)
_refine_ls_extinction_coef       0.0020(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2016/6 (Sheldrick 2016)'
_refine_ls_goodness_of_fit_ref   1.116
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     167
_refine_ls_number_reflns         1996
_refine_ls_number_restraints     22
_refine_ls_R_factor_all          0.0432
_refine_ls_R_factor_gt           0.0422
_refine_ls_restrained_S_all      1.123
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0698P)²+1.9799P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1164
_refine_ls_wR_factor_ref         0.1177
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups
 At 1.5 times of:
  All N(H,H,H) groups, All O(H) groups, All O(H,H) groups
2. Restrained distances
 O4-H4
 0.84 with sigma of 0.01
 O8-H8A = O8-H8B = O8'-H8'A = O8'-H8'B
 0.84 with sigma of 0.01
 H4-O2_$1
 1.75 with sigma of 0.02
 H8A-H8B = H8'A-H8'B
 1.38 with sigma of 0.02
 H8A-O2
 2.14 with sigma of 0.02
 H8'A-O2
 2.08 with sigma of 0.02
 Ca1-H8A
 2.8 with sigma of 0.02
 Ca1-H8'A
 2.77 with sigma of 0.02
 H8B-O4_$2 = H8'B-O4_$2
 1.92 with sigma of 0.02
 H8'A-H1C_$3
 2.2 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(O8) \\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.002
Uanis(O8) = Uanis(O8')
4. Others
 Sof(O8')=Sof(H8'A)=Sof(H8'B)=1-FVAR(1)
 Sof(O8)=Sof(H8A)=Sof(H8B)=FVAR(1)
5.a Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C3(H3A,H3B), C4(H4A,H4B)
5.b Tetrahedral OH refined as rotating group:
 O7(H7)
5.c Idealised Me refined as rotating group:
 N1(H1A,H1B,H1C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
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 0.53111(8) 0.94066(9) 0.03902(17) 0.0165(3) Uani 1 1 d D . . . .
P1 P 0.53918(10) 0.82306(11) 0.5409(2) 0.0166(4) Uani 1 1 d . . . . .
P2 P 0.34405(11) 0.83910(13) 0.7492(3) 0.0209(4) Uani 1 1 d . . . . .
O1 O 0.5049(3) 0.8865(3) 0.3597(6) 0.0186(9) Uani 1 1 d . . . . .
O2 O 0.6228(3) 0.7427(4) 0.4925(7) 0.0254(10) Uani 1 1 d D . . . .
O3 O 0.5639(3) 0.9028(4) 0.7067(6) 0.0177(9) Uani 1 1 d . . . . .
O4 O 0.2428(3) 0.7799(4) 0.7643(7) 0.0293(11) Uani 1 1 d D . . . .
H4 H 0.200(5) 0.803(4) 0.684(9) 0.044 Uiso 1 1 d DR . . . .
O5 O 0.3360(3) 0.9405(4) 0.6226(7) 0.0217(10) Uani 1 1 d . . . . .
O6 O 0.3806(3) 0.8577(4) 0.9583(6) 0.0221(10) Uani 1 1 d . . . . .
O7 O 0.3806(5) 0.7039(6) 0.4389(9) 0.0516(17) Uani 1 1 d . . . . .
H7 H 0.400038 0.640120 0.412934 0.077 Uiso 1 1 calc GR . . . .
O8 O 0.6623(11) 0.8130(11) 0.0828(16) 0.0276(18) Uani 0.477(15) 1 d D U P A 1
H8A H 0.670(4) 0.800(5) 0.205(3) 0.041 Uiso 0.477(15) 1 d DR . P A 1
H8B H 0.695(10) 0.768(8) 0.016(6) 0.041 Uiso 0.477(15) 1 d DR . P A 1
O8' O 0.6269(9) 0.7807(10) 0.0727(15) 0.0276(18) Uani 0.523(15) 1 d D . P A 2
H8'A H 0.645(4) 0.779(3) 0.192(3) 0.041 Uiso 0.523(15) 1 d DR . P A 2
H8'B H 0.664(6) 0.744(6) -0.001(6) 0.041 Uiso 0.523(15) 1 d DR . P A 2
N1 N 0.2599(5) 0.4206(6) 0.7505(12) 0.0452(17) Uani 1 1 d . . . . .
H1A H 0.226655 0.389713 0.657384 0.068 Uiso 1 1 calc GR . . . .
H1B H 0.220001 0.445542 0.838738 0.068 Uiso 1 1 calc GR . . . .
H1C H 0.299027 0.373409 0.803578 0.068 Uiso 1 1 calc DGR . . . .
C1 C 0.4298(5) 0.7432(6) 0.6219(10) 0.0249(13) Uani 1 1 d . . . . .
C2 C 0.4643(5) 0.6506(7) 0.7514(16) 0.043(2) Uani 1 1 d . . . . .
H2A H 0.496573 0.682422 0.869691 0.052 Uiso 1 1 calc R . . . .
H2B H 0.515262 0.608801 0.678132 0.052 Uiso 1 1 calc R . . . .
C3 C 0.3820(7) 0.5672(8) 0.8237(15) 0.051(2) Uani 1 1 d . . . . .
H3A H 0.414954 0.508565 0.900726 0.061 Uiso 1 1 calc R . . . .
H3B H 0.337279 0.606589 0.915356 0.061 Uiso 1 1 calc R . . . .
C4 C 0.3197(7) 0.5137(9) 0.6658(14) 0.052(2) Uani 1 1 d . . . . .
H4A H 0.274544 0.568784 0.607314 0.063 Uiso 1 1 calc R . . . .
H4B H 0.363026 0.485579 0.559198 0.063 Uiso 1 1 calc R . . . .


_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 Ca1 3.7696(9) 2_675 ?
Ca1 P1 3.0347(17) 2_674 ?
Ca1 P2 3.430(2) 1_554 ?
Ca1 P2 3.476(2) 2_674 ?
Ca1 O1 2.292(4) . ?
Ca1 O1 2.479(4) 2_674 ?
Ca1 O3 2.334(4) 1_554 ?
Ca1 O3 2.565(4) 2_674 ?
Ca1 O5 2.376(4) 2_674 ?
Ca1 O6 2.337(4) 1_554 ?
Ca1 O8 2.379(11) . ?
Ca1 H8A 2.78(3) . ?
Ca1 O8' 2.354(10) . ?
Ca1 H8'A 2.71(2) . ?
P1 O1 1.521(4) . ?
P1 O2 1.531(5) . ?
P1 O3 1.521(4) . ?
P1 C1 1.853(7) . ?
P2 O4 1.551(4) . ?
P2 O5 1.508(5) . ?
P2 O6 1.514(5) . ?
P2 C1 1.858(7) . ?
O4 H4 0.838(14) . ?
O7 H7 0.8400 . ?
O7 C1 1.483(8) . ?
O8 H8A 0.847(13) . ?
O8 H8B 0.838(14) . ?
O8' H8'A 0.842(14) . ?
O8' H8'B 0.839(14) . ?
N1 H1A 0.8601 . ?
N1 H1B 0.8601 . ?
N1 H1C 0.8601 . ?
N1 C4 1.506(11) . ?
C1 C2 1.503(10) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C2 C3 1.585(12) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C3 C4 1.509(13) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?

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
Ca1 Ca1 H8A 91.5(7) 2_675 . ?
Ca1 Ca1 H8'A 93.8(5) 2_675 . ?
P1 Ca1 Ca1 64.00(5) 2_674 2_675 ?
P1 Ca1 P2 54.30(4) 2_674 2_674 ?
P1 Ca1 P2 96.57(5) 2_674 1_554 ?
P1 Ca1 H8A 142.8(14) 2_674 . ?
P1 Ca1 H8'A 150.2(9) 2_674 . ?
P2 Ca1 Ca1 56.34(4) 2_674 2_675 ?
P2 Ca1 Ca1 119.04(5) 1_554 2_675 ?
P2 Ca1 P2 150.51(4) 1_554 2_674 ?
P2 Ca1 H8A 89.1(15) 2_674 . ?
P2 Ca1 H8A 120.3(15) 1_554 . ?
P2 Ca1 H8'A 97.5(11) 2_674 . ?
P2 Ca1 H8'A 112.0(11) 1_554 . ?
O1 Ca1 Ca1 93.86(11) 2_674 2_675 ?
O1 Ca1 Ca1 39.60(11) . 2_675 ?
O1 Ca1 P1 102.78(11) . 2_674 ?
O1 Ca1 P1 29.91(10) 2_674 2_674 ?
O1 Ca1 P2 68.76(10) 2_674 2_674 ?
O1 Ca1 P2 84.95(12) . 2_674 ?
O1 Ca1 P2 83.32(11) 2_674 1_554 ?
O1 Ca1 P2 108.73(12) . 1_554 ?
O1 Ca1 O1 132.55(12) . 2_674 ?
O1 Ca1 O3 58.98(13) 2_674 2_674 ?
O1 Ca1 O3 151.79(16) . 1_554 ?
O1 Ca1 O3 73.71(14) . 2_674 ?
O1 Ca1 O5 93.91(16) . 2_674 ?
O1 Ca1 O6 87.76(16) . 1_554 ?
O1 Ca1 O8 79.0(3) . . ?
O1 Ca1 H8A 62.9(5) . . ?
O1 Ca1 H8A 148.7(14) 2_674 . ?
O1 Ca1 O8' 75.8(3) . . ?
O1 Ca1 H8'A 156.4(13) 2_674 . ?
O1 Ca1 H8'A 61.2(8) . . ?
O3 Ca1 Ca1 168.50(12) 1_554 2_675 ?
O3 Ca1 Ca1 37.50(9) 2_674 2_675 ?
O3 Ca1 P1 30.05(9) 2_674 2_674 ?
O3 Ca1 P1 104.56(12) 1_554 2_674 ?
O3 Ca1 P2 116.95(11) 1_554 2_674 ?
O3 Ca1 P2 98.71(10) 2_674 1_554 ?
O3 Ca1 P2 61.32(11) 1_554 1_554 ?
O3 Ca1 P2 59.19(10) 2_674 2_674 ?
O3 Ca1 O1 74.67(15) 1_554 2_674 ?
O3 Ca1 O3 131.85(13) 1_554 2_674 ?
O3 Ca1 O5 101.84(15) 1_554 2_674 ?
O3 Ca1 O6 81.70(15) 1_554 1_554 ?
O3 Ca1 O8 81.3(3) 1_554 . ?
O3 Ca1 H8A 97.9(6) 1_554 . ?
O3 Ca1 H8A 128.3(8) 2_674 . ?
O3 Ca1 O8' 79.9(3) 1_554 . ?
O3 Ca1 H8'A 96.5(5) 1_554 . ?
O3 Ca1 H8'A 131.2(5) 2_674 . ?
O5 Ca1 Ca1 73.84(11) 2_674 2_675 ?
O5 Ca1 P1 69.92(11) 2_674 2_674 ?
O5 Ca1 P2 20.68(11) 2_674 2_674 ?
O5 Ca1 P2 155.99(12) 2_674 1_554 ?
O5 Ca1 O1 75.29(15) 2_674 2_674 ?
O5 Ca1 O3 79.64(14) 2_674 2_674 ?
O5 Ca1 O8 78.8(4) 2_674 . ?
O5 Ca1 H8A 76.7(16) 2_674 . ?
O5 Ca1 H8'A 85.5(13) 2_674 . ?
O6 Ca1 Ca1 100.43(12) 1_554 2_675 ?
O6 Ca1 P1 98.03(12) 1_554 2_674 ?
O6 Ca1 P2 21.31(11) 1_554 1_554 ?
O6 Ca1 P2 148.53(13) 1_554 2_674 ?
O6 Ca1 O1 94.79(16) 1_554 2_674 ?
O6 Ca1 O3 89.38(15) 1_554 2_674 ?
O6 Ca1 O5 167.91(16) 1_554 2_674 ?
O6 Ca1 O8 113.3(4) 1_554 . ?
O6 Ca1 H8A 114.5(16) 1_554 . ?
O6 Ca1 O8' 98.2(4) 1_554 . ?
O6 Ca1 H8'A 105.7(13) 1_554 . ?
O8 Ca1 Ca1 107.8(3) . 2_675 ?
O8 Ca1 P1 148.7(4) . 2_674 ?
O8 Ca1 P2 95.3(4) . 2_674 ?
O8 Ca1 P2 112.6(4) . 1_554 ?
O8 Ca1 O1 139.8(4) . 2_674 ?
O8 Ca1 O3 143.7(3) . 2_674 ?
O8 Ca1 H8A 16.7(5) . . ?
O8' Ca1 H8'A 17.4(5) . . ?
O1 P1 Ca1 54.39(17) . 2_675 ?
O1 P1 O2 112.3(3) . . ?
O1 P1 O3 109.5(2) . . ?
O1 P1 C1 105.2(3) . . ?
O2 P1 Ca1 146.9(2) . 2_675 ?
O2 P1 C1 108.4(3) . . ?
O3 P1 Ca1 57.62(17) . 2_675 ?
O3 P1 O2 113.8(3) . . ?
O3 P1 C1 107.1(3) . . ?
C1 P1 Ca1 104.5(2) . 2_675 ?
Ca1 P2 Ca1 66.16(3) 1_556 2_675 ?
O4 P2 Ca1 144.6(2) . 2_675 ?
O4 P2 Ca1 141.4(2) . 1_556 ?
O4 P2 C1 106.8(3) . . ?
O5 P2 Ca1 94.60(18) . 1_556 ?
O5 P2 Ca1 33.82(16) . 2_675 ?
O5 P2 O4 110.8(3) . . ?
O5 P2 O6 115.4(3) . . ?
O5 P2 C1 107.4(3) . . ?
O6 P2 Ca1 96.12(18) . 2_675 ?
O6 P2 Ca1 34.13(16) . 1_556 ?
O6 P2 O4 107.3(3) . . ?
O6 P2 C1 108.8(3) . . ?
C1 P2 Ca1 91.8(2) . 1_556 ?
C1 P2 Ca1 89.7(2) . 2_675 ?
Ca1 O1 Ca1 104.29(16) . 2_675 ?
P1 O1 Ca1 149.3(3) . . ?
P1 O1 Ca1 95.7(2) . 2_675 ?
Ca1 O3 Ca1 100.51(15) 1_556 2_675 ?
P1 O3 Ca1 142.4(2) . 1_556 ?
P1 O3 Ca1 92.33(19) . 2_675 ?
P2 O4 H4 114(6) . . ?
P2 O5 Ca1 125.5(2) . 2_675 ?
P2 O6 Ca1 124.6(2) . 1_556 ?
C1 O7 H7 109.5 . . ?
Ca1 O8 H8A 110(2) . . ?
Ca1 O8 H8B 139(5) . . ?
H8A O8 H8B 110(3) . . ?
Ca1 O8' H8'A 106(2) . . ?
Ca1 O8' H8'B 136(4) . . ?
H8'A O8' H8'B 112(4) . . ?
H1A N1 H1B 109.5 . . ?
H1A N1 H1C 109.5 . . ?
H1B N1 H1C 109.5 . . ?
C4 N1 H1A 109.5 . . ?
C4 N1 H1B 109.5 . . ?
C4 N1 H1C 109.5 . . ?
P1 C1 P2 107.7(3) . . ?
O7 C1 P1 106.4(5) . . ?
O7 C1 P2 108.0(5) . . ?
O7 C1 C2 112.4(7) . . ?
C2 C1 P1 108.6(5) . . ?
C2 C1 P2 113.4(6) . . ?
C1 C2 H2A 108.2 . . ?
C1 C2 H2B 108.2 . . ?
C1 C2 C3 116.4(7) . . ?
H2A C2 H2B 107.3 . . ?
C3 C2 H2A 108.2 . . ?
C3 C2 H2B 108.2 . . ?
C2 C3 H3A 108.1 . . ?
C2 C3 H3B 108.1 . . ?
H3A C3 H3B 107.3 . . ?
C4 C3 C2 116.9(9) . . ?
C4 C3 H3A 108.1 . . ?
C4 C3 H3B 108.1 . . ?
N1 C4 C3 111.0(8) . . ?
N1 C4 H4A 109.4 . . ?
N1 C4 H4B 109.4 . . ?
C3 C4 H4A 109.4 . . ?
C3 C4 H4B 109.4 . . ?
H4A C4 H4B 108.0 . . ?

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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Ca1 P1 O1 Ca1 130.9(6) 2_675 . . . ?
Ca1 P1 O3 Ca1 110.6(4) 2_675 . . 1_556 ?
Ca1 P1 C1 P2 -19.9(4) 2_675 . . . ?
Ca1 P1 C1 O7 95.7(5) 2_675 . . . ?
Ca1 P1 C1 C2 -143.1(6) 2_675 . . . ?
Ca1 P2 O5 Ca1 31.9(3) 1_556 . . 2_675 ?
Ca1 P2 O6 Ca1 -28.0(3) 2_675 . . 1_556 ?
Ca1 P2 C1 P1 -49.4(3) 1_556 . . . ?
Ca1 P2 C1 P1 16.7(3) 2_675 . . . ?
Ca1 P2 C1 O7 -97.8(4) 2_675 . . . ?
Ca1 P2 C1 O7 -163.9(4) 1_556 . . . ?
Ca1 P2 C1 C2 136.9(5) 2_675 . . . ?
Ca1 P2 C1 C2 70.8(5) 1_556 . . . ?
P1 C1 C2 C3 -175.8(7) . . . . ?
P2 C1 C2 C3 64.5(10) . . . . ?
O1 P1 O3 Ca1 17.0(3) . . . 2_675 ?
O1 P1 O3 Ca1 127.6(4) . . . 1_556 ?
O1 P1 C1 P2 -76.3(4) . . . . ?
O1 P1 C1 O7 39.3(5) . . . . ?
O1 P1 C1 C2 160.5(6) . . . . ?
O2 P1 O1 Ca1 -14.2(6) . . . . ?
O2 P1 O1 Ca1 -145.1(2) . . . 2_675 ?
O2 P1 O3 Ca1 143.6(2) . . . 2_675 ?
O2 P1 O3 Ca1 -105.8(4) . . . 1_556 ?
O2 P1 C1 P2 163.4(3) . . . . ?
O2 P1 C1 O7 -81.0(5) . . . . ?
O2 P1 C1 C2 40.2(7) . . . . ?
O3 P1 O1 Ca1 -17.6(3) . . . 2_675 ?
O3 P1 O1 Ca1 113.3(5) . . . . ?
O3 P1 C1 P2 40.2(4) . . . . ?
O3 P1 C1 O7 155.7(4) . . . . ?
O3 P1 C1 C2 -83.0(6) . . . . ?
O4 P2 O5 Ca1 -177.7(3) . . . 2_675 ?
O4 P2 O6 Ca1 178.8(3) . . . 1_556 ?
O4 P2 C1 P1 164.9(3) . . . . ?
O4 P2 C1 O7 50.4(5) . . . . ?
O4 P2 C1 C2 -74.9(6) . . . . ?
O5 P2 O6 Ca1 -57.1(4) . . . 1_556 ?
O5 P2 C1 P1 46.0(4) . . . . ?
O5 P2 C1 O7 -68.5(5) . . . . ?
O5 P2 C1 C2 166.2(5) . . . . ?
O6 P2 O5 Ca1 60.1(4) . . . 2_675 ?
O6 P2 C1 P1 -79.6(4) . . . . ?
O6 P2 C1 O7 165.8(4) . . . . ?
O6 P2 C1 C2 40.6(6) . . . . ?
O7 C1 C2 C3 -58.3(11) . . . . ?
C1 P1 O1 Ca1 97.2(3) . . . 2_675 ?
C1 P1 O1 Ca1 -131.9(5) . . . . ?
C1 P1 O3 Ca1 14.0(5) . . . 1_556 ?
C1 P1 O3 Ca1 -96.6(3) . . . 2_675 ?
C1 P2 O5 Ca1 -61.4(4) . . . 2_675 ?
C1 P2 O6 Ca1 63.7(4) . . . 1_556 ?
C1 C2 C3 C4 54.8(13) . . . . ?
C2 C3 C4 N1 168.4(8) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_exptl_crystal_recrystallization_method 'hydrothermal synthesis'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_16vlm6q
_database_code_depnum_ccdc_archive 'CCDC 1943261'
loop_
_audit_author_name
_audit_author_address
'Chunhua Hu'
;New York University
United States of America
;
_audit_update_record             
;
2019-07-25 deposited with the CCDC.	2020-02-05 downloaded from the CCDC.
;
_audit_creation_date             2019-07-22
_audit_creation_method           
;
Olex2 1.2
(compiled May 18 2018 14:05:52 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        'Alendronate-Zn form I'
_chemical_formula_moiety         'C4 H11 N O7 P2 Zn, H2 O'
_chemical_formula_sum            'C4 H13 N O8 P2 Zn'
_chemical_formula_weight         330.46
_chemical_melting_point          ?
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'
P P 0.1023 0.0942 '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'

_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.
;
_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'
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                   5.4734(7)
_cell_length_b                   14.7092(18)
_cell_length_c                   12.2579(15)
_cell_angle_alpha                90
_cell_angle_beta                 98.003(2)
_cell_angle_gamma                90
_cell_volume                     977.3(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1694
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      23.56
_cell_measurement_theta_min      2.18
_shelx_estimated_absorpt_T_max   0.945
_shelx_estimated_absorpt_T_min   0.480
_exptl_absorpt_coefficient_mu    2.871
_exptl_absorpt_correction_T_max  0.7458
_exptl_absorpt_correction_T_min  0.5985
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2014/5 (Bruker,2014) was used for absorption correction.
wR2(int) was 0.0849 before and 0.0666 after correction.
The Ratio of minimum to maximum transmission is 0.8025.
The λ/2 correction factor is 0.00150.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    2.246
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             672
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0846
_diffrn_reflns_av_unetI/netI     0.0624
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            15455
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.706
_diffrn_reflns_theta_min         2.175
_diffrn_ambient_temperature      '100.00 (10)'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2058
_reflns_number_total             2534
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT (Sheldrick 2014)'
_refine_diff_density_max         0.619
_refine_diff_density_min         -0.502
_refine_diff_density_rms         0.130
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.014
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     173
_refine_ls_number_reflns         2534
_refine_ls_number_restraints     8
_refine_ls_R_factor_all          0.0523
_refine_ls_R_factor_gt           0.0381
_refine_ls_restrained_S_all      1.013
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0306P)²+0.8297P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0832
_refine_ls_wR_factor_ref         0.0881
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups
2. Restrained distances
 O3-H3 = O7-H7
 0.84 with sigma of 0.01
 N1-H1A = N1-H1B = N1-H1C
 0.86 with sigma of 0.01
 O8-H8A = O8-H8B
 0.84 with sigma of 0.01
 H8A-H8B
 1.4 with sigma of 0.02
3.a Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C3(H3A,H3B), C4(H4A,H4B)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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
Zn1 Zn 0.20986(7) 0.47251(2) 0.11053(3) 0.01048(11) Uani 1 1 d . . . . .
P1 P 0.77079(15) 0.40838(5) 0.22637(7) 0.00904(18) Uani 1 1 d . . . . .
P2 P 0.70065(15) 0.59541(5) 0.13525(7) 0.00914(17) Uani 1 1 d . . . . .
O1 O 0.5050(4) 0.39185(15) 0.18083(18) 0.0126(5) Uani 1 1 d . . . . .
O2 O 0.9564(4) 0.37969(15) 0.15114(18) 0.0119(5) Uani 1 1 d . . . . .
O3 O 0.8372(4) 0.36076(16) 0.34085(18) 0.0131(5) Uani 1 1 d D . . . .
H3 H 0.811(7) 0.3047(8) 0.340(4) 0.028(12) Uiso 1 1 d D . . . .
O4 O 0.8526(4) 0.55756(15) 0.04992(18) 0.0118(5) Uani 1 1 d . . . . .
O5 O 0.4255(4) 0.57994(15) 0.11102(19) 0.0128(5) Uani 1 1 d . . . . .
O6 O 0.7603(4) 0.69521(16) 0.15640(19) 0.0140(5) Uani 1 1 d . . . . .
O7 O 1.0934(4) 0.53834(15) 0.27143(19) 0.0132(5) Uani 1 1 d D . . . .
H7 H 1.126(7) 0.5943(9) 0.274(3) 0.026(12) Uiso 1 1 d D . . . .
N1 N 0.6574(6) 0.7632(2) 0.5398(2) 0.0143(6) Uani 1 1 d D . . . .
H1A H 0.622(8) 0.800(2) 0.485(2) 0.031(12) Uiso 1 1 d D . . . .
H1B H 0.805(3) 0.777(3) 0.569(3) 0.024(11) Uiso 1 1 d D . . . .
H1C H 0.562(7) 0.777(3) 0.588(3) 0.042(14) Uiso 1 1 d D . . . .
C1 C 0.8256(6) 0.5293(2) 0.2593(3) 0.0110(6) Uani 1 1 d . . . . .
C2 C 0.7227(6) 0.5524(2) 0.3656(3) 0.0124(6) Uani 1 1 d . . . . .
H2A H 0.787746 0.507550 0.422525 0.015 Uiso 1 1 calc R . . . .
H2B H 0.541223 0.545033 0.352100 0.015 Uiso 1 1 calc R . . . .
C3 C 0.7804(6) 0.6480(2) 0.4124(3) 0.0132(7) Uani 1 1 d . . . . .
H3A H 0.958792 0.653081 0.439705 0.016 Uiso 1 1 calc R . . . .
H3B H 0.738626 0.693843 0.353569 0.016 Uiso 1 1 calc R . . . .
C4 C 0.6325(6) 0.6661(2) 0.5057(3) 0.0134(7) Uani 1 1 d . . . . .
H4A H 0.456616 0.651679 0.481471 0.016 Uiso 1 1 calc R . . . .
H4B H 0.692477 0.626468 0.569069 0.016 Uiso 1 1 calc R . . . .
O8 O 0.2606(5) 0.22382(17) 0.2078(2) 0.0202(6) Uani 1 1 d D . . . .
H8A H 0.130(5) 0.255(3) 0.203(5) 0.07(2) Uiso 1 1 d D . . . .
H8B H 0.382(6) 0.259(3) 0.208(5) 0.08(2) 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
Zn1 O1 2.091(2) . ?
Zn1 O2 2.057(2) 1_455 ?
Zn1 O4 2.353(2) 1_455 ?
Zn1 O4 1.998(2) 3_665 ?
Zn1 O5 1.972(2) . ?
Zn1 O7 2.363(2) 1_455 ?
P1 O1 1.504(2) . ?
P1 O2 1.523(2) . ?
P1 O3 1.565(2) . ?
P1 C1 1.840(3) . ?
P2 O4 1.529(2) . ?
P2 O5 1.511(2) . ?
P2 O6 1.518(2) . ?
P2 C1 1.854(3) . ?
O3 H3 0.836(10) . ?
O7 H7 0.842(10) . ?
O7 C1 1.459(4) . ?
N1 H1A 0.865(10) . ?
N1 H1B 0.863(10) . ?
N1 H1C 0.861(10) . ?
N1 C4 1.490(4) . ?
C1 C2 1.528(4) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C2 C3 1.534(5) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C3 C4 1.514(4) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
O8 H8A 0.849(10) . ?
O8 H8B 0.846(10) . ?

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
O1 Zn1 O4 172.86(8) . 1_455 ?
O1 Zn1 O7 99.86(8) . 1_455 ?
O2 Zn1 O1 91.85(9) 1_455 . ?
O2 Zn1 O4 82.55(8) 1_455 1_455 ?
O2 Zn1 O7 78.50(8) 1_455 1_455 ?
O4 Zn1 O1 107.25(9) 3_665 . ?
O4 Zn1 O2 93.58(9) 3_665 1_455 ?
O4 Zn1 O4 77.64(9) 3_665 1_455 ?
O4 Zn1 O7 74.74(8) 1_455 1_455 ?
O4 Zn1 O7 152.01(9) 3_665 1_455 ?
O5 Zn1 O1 91.47(9) . . ?
O5 Zn1 O2 162.75(9) . 1_455 ?
O5 Zn1 O4 92.61(8) . 1_455 ?
O5 Zn1 O4 101.58(9) . 3_665 ?
O5 Zn1 O7 84.26(9) . 1_455 ?
O1 P1 O2 114.99(13) . . ?
O1 P1 O3 110.64(13) . . ?
O1 P1 C1 110.96(14) . . ?
O2 P1 O3 109.13(13) . . ?
O2 P1 C1 107.37(14) . . ?
O3 P1 C1 103.03(13) . . ?
O4 P2 C1 101.33(14) . . ?
O5 P2 O4 115.65(13) . . ?
O5 P2 O6 111.34(13) . . ?
O5 P2 C1 109.04(14) . . ?
O6 P2 O4 110.14(13) . . ?
O6 P2 C1 108.72(14) . . ?
P1 O1 Zn1 135.51(14) . . ?
P1 O2 Zn1 119.46(13) . 1_655 ?
P1 O3 H3 114(3) . . ?
Zn1 O4 Zn1 102.35(9) 3_665 1_655 ?
P2 O4 Zn1 119.00(12) . 1_655 ?
P2 O4 Zn1 135.97(14) . 3_665 ?
P2 O5 Zn1 134.50(14) . . ?
Zn1 O7 H7 111(3) 1_655 . ?
C1 O7 Zn1 105.17(17) . 1_655 ?
C1 O7 H7 107(3) . . ?
H1A N1 H1B 106(4) . . ?
H1A N1 H1C 107(4) . . ?
H1B N1 H1C 106(4) . . ?
C4 N1 H1A 112(3) . . ?
C4 N1 H1B 112(3) . . ?
C4 N1 H1C 112(3) . . ?
P1 C1 P2 107.26(16) . . ?
O7 C1 P1 104.0(2) . . ?
O7 C1 P2 106.7(2) . . ?
O7 C1 C2 112.2(3) . . ?
C2 C1 P1 109.5(2) . . ?
C2 C1 P2 116.4(2) . . ?
C1 C2 H2A 108.2 . . ?
C1 C2 H2B 108.2 . . ?
C1 C2 C3 116.2(3) . . ?
H2A C2 H2B 107.4 . . ?
C3 C2 H2A 108.2 . . ?
C3 C2 H2B 108.2 . . ?
C2 C3 H3A 109.7 . . ?
C2 C3 H3B 109.7 . . ?
H3A C3 H3B 108.2 . . ?
C4 C3 C2 109.8(3) . . ?
C4 C3 H3A 109.7 . . ?
C4 C3 H3B 109.7 . . ?
N1 C4 C3 110.1(3) . . ?
N1 C4 H4A 109.6 . . ?
N1 C4 H4B 109.6 . . ?
C3 C4 H4A 109.6 . . ?
C3 C4 H4B 109.6 . . ?
H4A C4 H4B 108.2 . . ?
H8A O8 H8B 108(2) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_exptl_crystal_recrystallization_method 'hydrothermal synthesis'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_17vlmwars002
_database_code_depnum_ccdc_archive 'CCDC 1943264'
loop_
_audit_author_name
_audit_author_address
'Chunhua Hu'
;New York University
United States of America
;
_audit_update_record             
;
2019-07-25 deposited with the CCDC.	2020-02-05 downloaded from the CCDC.
;
_audit_creation_date             2019-07-22
_audit_creation_method           
;
Olex2 1.2
(compiled May 18 2018 14:05:52 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        Alendronate-Mg
_chemical_formula_moiety         'C16 H50 Mg2 N4 O30 P8, 2(H2 O)'
_chemical_formula_sum            'C16 H54 Mg2 N4 O32 P8'
_chemical_formula_weight         1111.01
_chemical_melting_point          ?
_chemical_oxdiff_formula         MgC3H13O7P2N
_chemical_oxdiff_usercomment     ALEN-HEDP-Mg
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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'
Mg Mg 0.1719 0.1771 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   12.5554(2)
_cell_length_b                   13.3948(2)
_cell_length_c                   12.4249(2)
_cell_angle_alpha                90
_cell_angle_beta                 109.283(2)
_cell_angle_gamma                90
_cell_volume                     1972.36(6)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    7883
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      68.5200
_cell_measurement_theta_min      3.2920
_shelx_estimated_absorpt_T_max   0.821
_shelx_estimated_absorpt_T_min   0.554
_exptl_absorpt_coefficient_mu    4.680
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.79717
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'CrysAlisPro 1.171.39.20a (Rigaku Oxford Diffraction, 2015) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.871
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1156
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
4 4 4 0.0360
-1 7 4 0.0226
-7 1 -1 0.0606
0 -7 -4 0.0242
3 -4 -7 0.0240
-1 3 8 0.0010
-6 4 -2 0.0706

_exptl_crystal_size_max          0.143
_exptl_crystal_size_mid          0.135
_exptl_crystal_size_min          0.044
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
4.3275 4.2451 3.8493 0.9436 -0.2258 0.2423
-0.7867 7.2855 4.3333 0.8494 -0.2039 -0.4867
-7.1043 1.1069 -1.2745 -0.5257 0.1250 -0.8414
0.0613 -7.0909 -4.4125 -0.8928 0.2142 0.3963
2.9902 -3.9256 -7.1625 -0.8226 -0.3407 0.4552
-1.1133 2.7185 7.5150 0.9098 0.3772 -0.1732
-6.0693 3.6994 -1.9282 -0.3800 -0.1587 -0.9113

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0291
_diffrn_reflns_av_unetI/netI     0.0261
_diffrn_reflns_Laue_measured_fraction_full 0.969
_diffrn_reflns_Laue_measured_fraction_max 0.958
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            12986
_diffrn_reflns_point_group_measured_fraction_full 0.969
_diffrn_reflns_point_group_measured_fraction_max 0.958
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         68.794
_diffrn_reflns_theta_min         3.730
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      '100.00 (10)'
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_detector_type            HyPix3000
_diffrn_measured_fraction_theta_full 0.969
_diffrn_measured_fraction_theta_max 0.958
_diffrn_measurement_details      
'List of Runs (angles in degrees, time in seconds): # Type Start End Width tₑₓₚ ω θ κ φ Frames -------------------------------------------------------------------------- 1 ω -79.00 11.00 0.50 0.46 -- -13.97 -75.00 125.00 180 2 ω -39.00 51.00 0.50 0.46 -- -13.97 75.00 11.00 180 3 ω -38.00 51.00 0.50 0.46 -- -13.97 72.00 133.00 178 4 ω -79.00 11.00 0.50 0.46 -- -13.97 -75.00-116.00 180 5 ω -11.00 79.00 0.50 0.46 -- 13.97 75.00 11.00 180 6 ω -51.00 38.00 0.50 0.46 -- 13.97 -72.00 3.00 178 7 ω -10.00 79.00 0.50 0.46 -- 13.97 72.00 133.00 178 8 ω -11.00 79.00 0.50 0.46 -- 13.97 75.00-106.00 180 9 ω 32.00 122.00 0.50 1.84 -- 96.95 -75.00-116.00 180 10 ω 73.00 157.00 0.50 1.84 -- 96.95 72.00 133.00 168 11 ω 32.00 121.00 0.50 1.84 -- 96.95 -72.00 3.00 178 12 ω 32.00 122.00 0.50 1.84 -- 96.95 -75.00 125.00 180 13 ω 72.00 157.00 0.50 1.84 -- 96.95 75.00-106.00 170 14 ω 72.00 157.00 0.50 1.84 -- 96.95 75.00 11.00 170 15 ω -39.00 51.00 0.50 0.46 -- -13.97 75.00-106.00 180 16 ω -63.00 -3.00 0.50 0.46 -- -13.97 125.00 -90.00 120 17 ω -1.00 78.00 0.50 0.46 -- 13.97 45.00 90.00 158 18 ω 82.00 157.00 0.50 1.84 -- 96.95 42.00-180.00 150 19 ω 33.00 112.00 0.50 1.84 -- 96.95 -42.00-120.00 158 20 ω 81.00 157.00 0.50 1.84 -- 96.95 96.00 -90.00 152 21 ω 85.00 157.00 0.50 1.84 -- 96.95 25.00 -60.00 144 22 ω 81.00 157.00 0.50 1.84 -- 96.95 96.00-150.00 152 23 ω -79.00 10.00 0.50 0.46 -- -13.97 -72.00 3.00 178 24 ω -63.00 -3.00 0.50 0.46 -- -13.97 125.00 30.00 120 25 ω -78.00 2.00 0.50 0.46 -- -13.97 -45.00 -90.00 160 26 ω -29.00 50.00 0.50 0.46 -- -13.97 45.00 120.00 158 27 ω -87.00 9.00 0.50 0.46 -- -13.97 -15.00 120.00 192 28 ω 3.00 64.00 0.50 0.46 -- 13.97-125.00 -30.00 122 29 ω 3.00 64.00 0.50 0.46 -- 13.97-125.00-150.00 122 30 ω -54.00 25.00 0.50 0.46 -- 13.97 -30.00-150.00 158 31 ω -25.00 46.00 0.50 0.46 -- 13.97 -94.00-150.00 142 32 ω 85.00 110.00 0.50 1.84 -- 96.95 25.00 90.00 50'
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'SuperNova, Single source at offset/far, HyPix3000'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0634843000
_diffrn_orient_matrix_UB_12      0.0584160000
_diffrn_orient_matrix_UB_13      0.1093355000
_diffrn_orient_matrix_UB_21      -0.0419931000
_diffrn_orient_matrix_UB_22      -0.0747703000
_diffrn_orient_matrix_UB_23      0.0710209000
_diffrn_orient_matrix_UB_31      0.1054305000
_diffrn_orient_matrix_UB_32      -0.0649790000
_diffrn_orient_matrix_UB_33      0.0160735000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3358
_reflns_number_total             3503
_reflns_odcompleteness_completeness 97.15
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.20a (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.39.20a (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.20a (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         1.458
_refine_diff_density_min         -0.888
_refine_diff_density_rms         0.136
_refine_ls_extinction_coef       0.0004(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2016/6 (Sheldrick 2016)'
_refine_ls_goodness_of_fit_ref   1.066
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     296
_refine_ls_number_reflns         3503
_refine_ls_number_restraints     9
_refine_ls_R_factor_all          0.0717
_refine_ls_R_factor_gt           0.0703
_refine_ls_restrained_S_all      1.079
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1131P)²+10.2350P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1997
_refine_ls_wR_factor_ref         0.2009
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H,H,H) groups
 At 1.5 times of:
  All O(H) groups, All O(H,H) groups
2. Restrained distances
 O2-H2 = O7-H7 = O9-H9 = O12-H12
 0.84 with sigma of 0.01
 O15-H15A = O15-H15B
 0.84 with sigma of 0.01
 N1-H1A = N1-H1B = N1-H1C
 0.86 with sigma of 0.01
3.a Free rotating group:
 O16(H16A,H16B)
3.b Rotating group:
 O15(H15A,H15B)
3.c Secondary CH2 refined with riding coordinates:
 C1(H1D,H1E), C2(H2D,H2E), C3(H3A,H3B), C7(H7A,H7B), C8(H8A,H8B)
3.d Idealised Me refined as rotating group:
 N1(H1A,H1B,H1C), N2(H2A,H2B,H2C)
3.e Idealised tetrahedral OH refined as rotating group:
 O1(H1), O2(H2), O7(H7), O9(H9), O11(H11), O12(H12)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
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
P1 P 0.07160(10) 0.61655(10) 0.32347(10) 0.0229(3) Uani 1 1 d . . . . .
P2 P 0.09631(9) 0.39738(9) 0.38452(10) 0.0216(3) Uani 1 1 d . . . . .
P3 P 0.45428(9) 0.58870(9) 0.34674(10) 0.0218(3) Uani 1 1 d . . . . .
P4 P 0.48288(11) 0.72612(10) 0.55157(12) 0.0289(4) Uani 1 1 d . . . . .
Mg1 Mg 0.30742(12) 0.54413(12) 0.52967(13) 0.0208(4) Uani 1 1 d . . . . .
O1 O 0.1621(3) 0.4846(3) 0.2217(3) 0.0265(8) Uani 1 1 d . . . . .
H1 H 0.216017 0.516722 0.262333 0.040 Uiso 1 1 calc GR . . . .
O2 O -0.0318(3) 0.6264(3) 0.3665(3) 0.0263(8) Uani 1 1 d D . . . .
H2 H -0.012874 0.610260 0.433833 0.040 Uiso 1 1 calc DGR . . . .
O3 O 0.0541(3) 0.6858(3) 0.2224(3) 0.0282(8) Uani 1 1 d . . . . .
O4 O 0.1811(3) 0.6343(3) 0.4187(3) 0.0238(7) Uani 1 1 d . . . . .
O5 O 0.2035(3) 0.4268(3) 0.4756(3) 0.0253(8) Uani 1 1 d . . . . .
O6 O -0.0074(3) 0.3924(3) 0.4216(3) 0.0248(8) Uani 1 1 d . . . . .
O7 O 0.1161(3) 0.2953(3) 0.3340(3) 0.0254(8) Uani 1 1 d D . . . .
H7 H 0.060099 0.260006 0.322794 0.038 Uiso 1 1 calc DGR . . . .
O8 O 0.3765(3) 0.5274(3) 0.3926(3) 0.0236(7) Uani 1 1 d . . . . .
O9 O 0.3932(3) 0.5961(3) 0.2149(3) 0.0287(8) Uani 1 1 d D . . . .
H9 H 0.435625 0.621954 0.185002 0.043 Uiso 1 1 calc DGR . . . .
O10 O 0.5721(3) 0.5509(3) 0.3724(3) 0.0255(8) Uani 1 1 d . . . . .
O11 O 0.3374(3) 0.7562(3) 0.3436(4) 0.0376(9) Uani 1 1 d . . . . .
H11 H 0.314717 0.780902 0.392442 0.056 Uiso 1 1 calc GR . . . .
O12 O 0.5989(3) 0.6723(3) 0.6104(4) 0.0364(9) Uani 1 1 d D . . . .
H12 H 0.592101 0.612407 0.595924 0.055 Uiso 1 1 calc DGR . . . .
O13 O 0.4997(4) 0.8349(3) 0.5867(4) 0.0417(10) Uani 1 1 d . . . . .
O14 O 0.3893(3) 0.6752(3) 0.5773(3) 0.0273(8) Uani 1 1 d . . . . .
O15 O 0.2387(3) 0.5640(3) 0.6615(3) 0.0338(9) Uani 1 1 d D . . . .
H15A H 0.167726 0.586254 0.634880 0.051 Uiso 1 1 d DGR . . . .
H15B H 0.278054 0.608265 0.713037 0.051 Uiso 1 1 d DGR . . . .
O16 O 0.6430(8) 0.4935(7) 0.1088(9) 0.114(3) Uani 1 1 d . . . . .
H16A H 0.680119 0.545358 0.138696 0.171 Uiso 1 1 d G . . . .
H16B H 0.588870 0.515443 0.052674 0.171 Uiso 1 1 d G . . . .
N1 N -0.1825(4) 0.2997(4) -0.0792(4) 0.0326(10) Uani 1 1 d D . . . .
H1A H -0.252320 0.300104 -0.128888 0.039 Uiso 1 1 calc DGR . . . .
H1B H -0.170434 0.242657 -0.040352 0.039 Uiso 1 1 calc DGR . . . .
H1C H -0.133234 0.305449 -0.116489 0.039 Uiso 1 1 calc DGR . . . .
N2 N 0.7361(5) 0.6929(6) 0.2962(6) 0.0635(18) Uani 1 1 d . . . . .
H2A H 0.667692 0.690290 0.243972 0.076 Uiso 1 1 calc GR . . . .
H2B H 0.746803 0.639232 0.340791 0.076 Uiso 1 1 calc GR . . . .
H2C H 0.787974 0.694317 0.261720 0.076 Uiso 1 1 calc GR . . . .
C1 C -0.1684(5) 0.3840(5) 0.0003(5) 0.0386(13) Uani 1 1 d . . . . .
H1D H -0.224780 0.378911 0.037862 0.046 Uiso 1 1 calc R . . . .
H1E H -0.181758 0.445834 -0.042735 0.046 Uiso 1 1 calc R . . . .
C2 C -0.0517(5) 0.3880(5) 0.0907(5) 0.0384(13) Uani 1 1 d . . . . .
H2D H -0.037986 0.326635 0.134585 0.046 Uiso 1 1 calc R . . . .
H2E H 0.005158 0.393557 0.053776 0.046 Uiso 1 1 calc R . . . .
C3 C -0.0419(4) 0.4748(4) 0.1688(4) 0.0308(12) Uani 1 1 d . . . . .
H3A H -0.102159 0.469390 0.201245 0.037 Uiso 1 1 calc R . . . .
H3B H -0.055622 0.534990 0.122945 0.037 Uiso 1 1 calc R . . . .
C4 C 0.0704(4) 0.4891(4) 0.2687(4) 0.0249(10) Uani 1 1 d . . . . .
C5 C 0.4523(4) 0.7186(4) 0.3972(5) 0.0310(12) Uani 1 1 d . . . . .
C6 C 0.5313(5) 0.7852(4) 0.3560(5) 0.0344(12) Uani 1 1 d . . . . .
H6 H 0.514(6) 0.850(5) 0.358(6) 0.041 Uiso 1 1 d R . . . .
C7 C 0.6596(6) 0.7814(6) 0.4309(7) 0.0552(18) Uani 1 1 d . . . . .
H7A H 0.674323 0.836186 0.484911 0.066 Uiso 1 1 calc R . . . .
H7B H 0.672641 0.719949 0.474627 0.066 Uiso 1 1 calc R . . . .
C8 C 0.7462(7) 0.7870(7) 0.3686(8) 0.067(2) Uani 1 1 d . . . . .
H8A H 0.732307 0.845694 0.320174 0.080 Uiso 1 1 calc R . . . .
H8B H 0.821731 0.791905 0.423392 0.080 Uiso 1 1 calc R . . . .


_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
P1 O2 1.564(3) . ?
P1 O3 1.518(4) . ?
P1 O4 1.508(3) . ?
P1 C4 1.836(5) . ?
P2 O5 1.497(3) . ?
P2 O6 1.520(3) . ?
P2 O7 1.558(4) . ?
P2 C4 1.838(5) . ?
P3 O8 1.524(3) . ?
P3 O9 1.566(4) . ?
P3 O10 1.495(3) . ?
P3 C5 1.852(6) . ?
P4 O12 1.573(4) . ?
P4 O13 1.515(4) . ?
P4 O14 1.482(3) . ?
P4 C5 1.830(6) . ?
Mg1 O4 2.105(4) . ?
Mg1 O5 2.012(4) . ?
Mg1 O8 2.163(4) . ?
Mg1 O10 2.042(4) 3_666 ?
Mg1 O14 2.022(4) . ?
Mg1 O15 2.105(4) . ?
O1 H1 0.8200 . ?
O1 C4 1.453(5) . ?
O2 H2 0.8200 . ?
O7 H7 0.8200 . ?
O9 H9 0.8200 . ?
O11 H11 0.8200 . ?
O11 C5 1.465(6) . ?
O12 H12 0.8200 . ?
O15 H15A 0.8926 . ?
O15 H15B 0.8927 . ?
O16 H16A 0.8501 . ?
O16 H16B 0.8498 . ?
N1 H1A 0.8900 . ?
N1 H1B 0.8900 . ?
N1 H1C 0.8900 . ?
N1 C1 1.472(8) . ?
N2 H2A 0.8900 . ?
N2 H2B 0.8900 . ?
N2 H2C 0.8900 . ?
N2 C8 1.529(11) . ?
C1 H1D 0.9700 . ?
C1 H1E 0.9700 . ?
C1 C2 1.525(8) . ?
C2 H2D 0.9700 . ?
C2 H2E 0.9700 . ?
C2 C3 1.493(8) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C3 C4 1.553(6) . ?
C5 C6 1.541(7) . ?
C6 H6 0.90(7) . ?
C6 C7 1.573(9) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C7 C8 1.531(10) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?

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 P1 C4 107.4(2) . . ?
O3 P1 O2 108.75(19) . . ?
O3 P1 C4 106.3(2) . . ?
O4 P1 O2 111.31(19) . . ?
O4 P1 O3 113.5(2) . . ?
O4 P1 C4 109.4(2) . . ?
O5 P2 O6 115.4(2) . . ?
O5 P2 O7 108.2(2) . . ?
O5 P2 C4 107.4(2) . . ?
O6 P2 O7 110.48(19) . . ?
O6 P2 C4 108.6(2) . . ?
O7 P2 C4 106.4(2) . . ?
O8 P3 O9 105.82(19) . . ?
O8 P3 C5 107.3(2) . . ?
O9 P3 C5 103.8(2) . . ?
O10 P3 O8 116.6(2) . . ?
O10 P3 O9 110.7(2) . . ?
O10 P3 C5 111.6(2) . . ?
O12 P4 C5 107.6(2) . . ?
O13 P4 O12 106.7(2) . . ?
O13 P4 C5 108.4(3) . . ?
O14 P4 O12 111.5(2) . . ?
O14 P4 O13 115.2(2) . . ?
O14 P4 C5 107.1(2) . . ?
O4 Mg1 O8 87.44(14) . . ?
O4 Mg1 O15 91.32(15) . . ?
O5 Mg1 O4 87.97(15) . . ?
O5 Mg1 O8 92.31(15) . . ?
O5 Mg1 O10 89.04(15) . 3_666 ?
O5 Mg1 O14 170.92(16) . . ?
O5 Mg1 O15 88.36(16) . . ?
O10 Mg1 O4 175.72(17) 3_666 . ?
O10 Mg1 O8 89.62(14) 3_666 . ?
O10 Mg1 O15 91.65(15) 3_666 . ?
O14 Mg1 O4 83.88(15) . . ?
O14 Mg1 O8 91.33(14) . . ?
O14 Mg1 O10 99.30(16) . 3_666 ?
O14 Mg1 O15 87.82(16) . . ?
O15 Mg1 O8 178.57(17) . . ?
C4 O1 H1 109.5 . . ?
P1 O2 H2 109.5 . . ?
P1 O4 Mg1 135.9(2) . . ?
P2 O5 Mg1 141.3(2) . . ?
P2 O7 H7 109.5 . . ?
P3 O8 Mg1 135.4(2) . . ?
P3 O9 H9 109.5 . . ?
P3 O10 Mg1 145.5(2) . 3_666 ?
C5 O11 H11 109.5 . . ?
P4 O12 H12 109.5 . . ?
P4 O14 Mg1 134.4(2) . . ?
Mg1 O15 H15A 111.7 . . ?
Mg1 O15 H15B 111.7 . . ?
H15A O15 H15B 107.0 . . ?
H16A O16 H16B 104.5 . . ?
H1A N1 H1B 109.5 . . ?
H1A N1 H1C 109.5 . . ?
H1B N1 H1C 109.5 . . ?
C1 N1 H1A 109.5 . . ?
C1 N1 H1B 109.5 . . ?
C1 N1 H1C 109.5 . . ?
H2A N2 H2B 109.5 . . ?
H2A N2 H2C 109.5 . . ?
H2B N2 H2C 109.5 . . ?
C8 N2 H2A 109.5 . . ?
C8 N2 H2B 109.5 . . ?
C8 N2 H2C 109.5 . . ?
N1 C1 H1D 108.9 . . ?
N1 C1 H1E 108.9 . . ?
N1 C1 C2 113.2(5) . . ?
H1D C1 H1E 107.7 . . ?
C2 C1 H1D 108.9 . . ?
C2 C1 H1E 108.9 . . ?
C1 C2 H2D 109.4 . . ?
C1 C2 H2E 109.4 . . ?
H2D C2 H2E 108.0 . . ?
C3 C2 C1 111.0(5) . . ?
C3 C2 H2D 109.4 . . ?
C3 C2 H2E 109.4 . . ?
C2 C3 H3A 107.7 . . ?
C2 C3 H3B 107.7 . . ?
C2 C3 C4 118.3(5) . . ?
H3A C3 H3B 107.1 . . ?
C4 C3 H3A 107.7 . . ?
C4 C3 H3B 107.7 . . ?
P1 C4 P2 110.7(3) . . ?
O1 C4 P1 106.1(3) . . ?
O1 C4 P2 109.1(3) . . ?
O1 C4 C3 107.7(4) . . ?
C3 C4 P1 107.8(4) . . ?
C3 C4 P2 114.9(4) . . ?
P4 C5 P3 112.7(3) . . ?
O11 C5 P3 106.9(4) . . ?
O11 C5 P4 106.9(3) . . ?
O11 C5 C6 107.1(4) . . ?
C6 C5 P3 110.5(4) . . ?
C6 C5 P4 112.4(4) . . ?
C5 C6 H6 111(5) . . ?
C5 C6 C7 115.5(5) . . ?
C7 C6 H6 103(5) . . ?
C6 C7 H7A 108.0 . . ?
C6 C7 H7B 108.0 . . ?
H7A C7 H7B 107.2 . . ?
C8 C7 C6 117.3(6) . . ?
C8 C7 H7A 108.0 . . ?
C8 C7 H7B 108.0 . . ?
N2 C8 C7 108.8(6) . . ?
N2 C8 H8A 109.9 . . ?
N2 C8 H8B 109.9 . . ?
C7 C8 H8A 109.9 . . ?
C7 C8 H8B 109.9 . . ?
H8A C8 H8B 108.3 . . ?

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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
P3 C5 C6 C7 -82.8(6) . . . . ?
P4 C5 C6 C7 43.9(6) . . . . ?
O2 P1 O4 Mg1 98.4(3) . . . . ?
O2 P1 C4 P2 -65.9(3) . . . . ?
O2 P1 C4 O1 175.8(3) . . . . ?
O2 P1 C4 C3 60.6(4) . . . . ?
O3 P1 O4 Mg1 -138.6(3) . . . . ?
O3 P1 C4 P2 177.9(2) . . . . ?
O3 P1 C4 O1 59.6(3) . . . . ?
O3 P1 C4 C3 -55.6(4) . . . . ?
O4 P1 C4 P2 55.0(3) . . . . ?
O4 P1 C4 O1 -63.3(3) . . . . ?
O4 P1 C4 C3 -178.5(3) . . . . ?
O5 P2 C4 P1 -53.9(3) . . . . ?
O5 P2 C4 O1 62.5(4) . . . . ?
O5 P2 C4 C3 -176.4(3) . . . . ?
O6 P2 O5 Mg1 -102.8(4) . . . . ?
O6 P2 C4 P1 71.5(3) . . . . ?
O6 P2 C4 O1 -172.1(3) . . . . ?
O6 P2 C4 C3 -51.0(4) . . . . ?
O7 P2 O5 Mg1 132.9(3) . . . . ?
O7 P2 C4 P1 -169.6(2) . . . . ?
O7 P2 C4 O1 -53.2(4) . . . . ?
O7 P2 C4 C3 68.0(4) . . . . ?
O8 P3 O10 Mg1 -15.1(5) . . . 3_666 ?
O8 P3 C5 P4 52.3(3) . . . . ?
O8 P3 C5 O11 -64.9(4) . . . . ?
O8 P3 C5 C6 178.9(4) . . . . ?
O9 P3 O8 Mg1 -130.3(3) . . . . ?
O9 P3 O10 Mg1 -136.2(4) . . . 3_666 ?
O9 P3 C5 P4 164.0(2) . . . . ?
O9 P3 C5 O11 46.9(4) . . . . ?
O9 P3 C5 C6 -69.4(4) . . . . ?
O10 P3 O8 Mg1 106.1(3) . . . . ?
O10 P3 C5 P4 -76.7(3) . . . . ?
O10 P3 C5 O11 166.1(3) . . . . ?
O10 P3 C5 C6 49.9(4) . . . . ?
O11 C5 C6 C7 161.1(5) . . . . ?
O12 P4 O14 Mg1 -71.1(4) . . . . ?
O12 P4 C5 P3 55.0(3) . . . . ?
O12 P4 C5 O11 172.2(3) . . . . ?
O12 P4 C5 C6 -70.5(4) . . . . ?
O13 P4 O14 Mg1 167.1(3) . . . . ?
O13 P4 C5 P3 170.1(3) . . . . ?
O13 P4 C5 O11 -72.7(4) . . . . ?
O13 P4 C5 C6 44.6(4) . . . . ?
O14 P4 C5 P3 -65.0(3) . . . . ?
O14 P4 C5 O11 52.1(4) . . . . ?
O14 P4 C5 C6 169.4(4) . . . . ?
N1 C1 C2 C3 179.9(5) . . . . ?
C1 C2 C3 C4 178.3(5) . . . . ?
C2 C3 C4 P1 164.7(4) . . . . ?
C2 C3 C4 P2 -71.3(5) . . . . ?
C2 C3 C4 O1 50.6(6) . . . . ?
C4 P1 O4 Mg1 -20.1(4) . . . . ?
C4 P2 O5 Mg1 18.5(4) . . . . ?
C5 P3 O8 Mg1 -20.0(3) . . . . ?
C5 P3 O10 Mg1 108.8(4) . . . 3_666 ?
C5 P4 O14 Mg1 46.4(4) . . . . ?
C5 C6 C7 C8 143.0(7) . . . . ?
C6 C7 C8 N2 -66.2(8) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
'Empirical correction (ABSPACK) includes: - Absorption correction using spherical harmonics - Frame scaling'
_oxdiff_exptl_absorpt_empirical_full_max 1.367
_oxdiff_exptl_absorpt_empirical_full_min 0.751
_exptl_crystal_recrystallization_method 'hydrothermal synthesis'
